Production method for nitrogen-containing fluorine-containing compound

2:

• The production method according to claim 1, further comprising:
• reacting a compound according to formula (3)-1 with a compound according to formula (4) to obtain the compound according to formula (5);
• or
• reacting a compound according to formula (3)-2 with a compound having an amino-protecting group to obtain the compound according to formula (5):
• wherein substituents not previously defined are defined as follows:
• R1 and R2 are each independently a hydrogen atom, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms, at least one of R1 and R2 being a hydrogen atom, and in the case where R1 or R2 is not a hydrogen atom, then the R1 or R2 may be bonded to R3 to form a divalent organic group.

3:

• The production method according to claim 2, further comprising:
• reacting a compound according to formula (1) with a compound having an amino-protecting group to obtain the compound according to formula (3)-1;
• or
• reacting the compound according to formula (1) with a compound according to formula (4) to obtain the compound according to formula (3)-2:
• wherein substituents are as previously defined.

4:

• The production method according to claim 1, further comprising deprotecting and causing the linking group E3F of the compound according to formula (6) to undergo scission to obtain a compound according to formula (7):
• wherein substituents not previously defined are defined as follows:
• R11 and R21 are each independently a hydrogen atom or a monovalent organic group having 1-20 carbon atoms, at least one of R11 and R21 being a hydrogen atom, and in the case where R11 or R21 is not a hydrogen atom, then the R11 or R21 may be bonded to R3F to form a divalent organic group;
• and
• E4:
• —COX or —SO2X, where X is a hydroxyl group or a halogen atom.

5:

• A compound according to formula (5):
• wherein substituents are defined as follows:
• R3:
• a single bond or a divalent organic group having 1-20 carbon atoms;
• R4 and R5 are each independently a monovalent organic group having an electron-withdrawing group, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms, at least one of R4 and R5 being a monovalent organic group having an electron-withdrawing group, where R3, R4, and R5 may be bonded to each other to form a divalent organic group or a trivalent organic group;
• R6:
• a monovalent organic group having 1-20 carbon atoms;
• E3:
• a divalent organic group formed by a reaction between the following E1 and E2;
• E1:
• —COX, —SO2X, or —C(RE11)(RE12)OH, where X is a hydroxyl group or a halogen atom, RE11 and RE12 are each independently a hydrogen atom or a monovalent organic group having 1-10 carbon atoms;
• and
• E2:
• —C(RE21)(RE22)OH, —COX, or —SO2X, where RE21 and RE22 are each independently a hydrogen atom or a monovalent organic group having 1-20 carbon atoms, and X is a hydroxyl group or a halogen atom.

6:

• A compound according to formula (5a) or formula (5b):
• wherein substituents are defined as follows:
• R31:
• a hydrogen atom or a monovalent organic group having 1-19 carbon atoms;
• R32:
• a hydrogen atom or a monovalent organic group having 1-19 carbon atoms;
• R33:
• a single bond or a divalent organic group having 1-10 carbon atoms;
• R41:
• a monovalent organic group having an electron-withdrawing group, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms;
• R51:
• a monovalent organic group having an electron-withdrawing group, where R31, R41, and R51 may be bonded to each other to form a divalent organic group or a trivalent organic group, and R32, R41, and R51 may be bonded to each other to form a divalent organic group or a trivalent organic group;
• RE21 and RE22:
• each independently a hydrogen atom or a monovalent organic group having 1-20 carbon atoms;
• R61:
• a monovalent organic group having 1-20 carbon atoms;
• R62:
• a monovalent organic group having 1-20 carbon atoms;
• and
• E31:
• —CO— or —SO2—.

7:

• A compound according to formula (6):
• wherein substituents are defined as follows:
• R3F:
• a single bond or a group formed by fluorinating some or all hydrogen atoms of a divalent organic group having 1-20 carbon atoms;
• R4F:
• a group formed by fluorinating some or all hydrogen atoms of the following R4;
• R5F:
• a group formed by fluorinating some or all hydrogen atoms of the following R5;
• R4 and R5 are each independently a monovalent organic group having an electron-withdrawing group, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms, at least one of R4 and R5 being a monovalent organic group having an electron-withdrawing group, where R3F, R4F, and R5F may be bonded to each other to form a divalent organic group or a trivalent organic group;
• R6F:
• a group formed by fluorinating some or all hydrogen atoms of a monovalent organic group having 1-20 carbon atoms;
• E3F:
• a group formed by fluorinating some or all hydrogen atoms of a divalent organic group formed by a reaction between the following E1 and E2;
• E1:
• —COX, —SO2X, or —C(RE11)(RE12)OH, where X is a hydroxyl group or a halogen atom, and RE11 and RE12 are each independently a hydrogen atom or a monovalent organic group having 1-10 carbon atoms;
• and
• E2:
• —C(RE21)(RE22)OH, —COX, or —SO2X, where RE21 and RE22 are each independently a hydrogen atom or a monovalent organic group having 1-20 carbon atoms, and X is a hydroxyl group or a halogen atom.

8:

• A compound according to formula (6a)-1, formula (6a)-2, formula (6b)-1, or formula (6b)-2:
• wherein substituents are defined as follows:
• R31F:
• a fluorine atom or a group formed by fluorinating some or all hydrogen atoms of a monovalent organic group having 1-19 carbon atoms;
• R32F:
• a fluorine atom or a group formed by fluorinating some or all hydrogen atoms of a monovalent organic group having 1-19 carbon atoms;
• R33F:
• a single bond or a group formed by fluorinating some or all hydrogen atoms of a divalent organic group having 1-10 carbon atoms;
• R41F:
• a group formed by fluorinating some or all hydrogen atoms of the following R41;
• R51F:
• a group formed by fluorinating some or all hydrogen atoms of the following R51;
• R41:
• a monovalent organic group having an electron-withdrawing group, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms;
• R51:
• a monovalent organic group having an electron-withdrawing group, where R31F, R41F, and R51F may be bonded to each other to form a divalent organic group or a trivalent organic group, and R32F, R41F, and R51F may be bonded to each other to form a divalent organic group or a trivalent organic group;
• RE21F and RE22F:
• each independently a fluorine atom or a group formed by fluorinating some or all hydrogen atoms of a monovalent organic group having 1-20 carbon atoms;
• R61F and R62F:
• each independently a group formed by fluorinating some or all hydrogen atoms of a monovalent organic group having 1-20 carbon atoms;
• and
• E31:
• —CO— or —SO2—.

9:

• A method for producing a nitrogen-containing fluorine-containing compound, the method comprising:
• (A1) reacting a compound according to formula (1a) with a compound having an amino-protecting group to obtain a compound according to formula (3a)-1 and reacting the compound according to formula (3a)-1 with a compound according to formula (4a) to obtain a compound according to formula (5a);
• or
• (A2) reacting the compound according to formula (1a) with the compound according to formula (4a) to obtain a compound according to formula (3a)-2 and reacting the compound according to formula (3a)-2 with a compound having an amino-protecting group to obtain the compound according to formula (5a);
• and
• (B) fluorinating the compound according to formula (5a) from (A1) or (A2) to obtain at least one selected from the group consisting of a compound according to formula (6a)-1 and a compound according to formula (6a)-2:
• wherein substituents are defined as follows:
• R1 is a hydrogen atom, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms, and in the case where R1 is not a hydrogen atom, the R1 may be bonded to R31 to form a divalent organic group;
• R31:
• a hydrogen atom or a monovalent organic group having 1-19 carbon atoms;
• X:
• a hydroxyl group or a halogen atom;
• R41:
• a monovalent organic group having an electron-withdrawing group, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms;
• R51:
• a monovalent organic group having an electron-withdrawing group, where R31, R41, and R51 may be bonded to each other to form a divalent organic group or a trivalent organic group;
• RE21 and RE22:
• each independently a hydrogen atom or a monovalent organic group having 1-20 carbon atoms;
• R61:
• a monovalent organic group having 1-20 carbon atoms;
• R41F:
• a group formed by fluorinating some or all hydrogen atoms of R41;
• R51F:
• a group formed by fluorinating some or all hydrogen atoms of R51;
• R61F:
• a group formed by fluorinating some or all hydrogen atoms of R61;
• and
• RE21F and RE22F:
• each independently a fluorine atom or a group formed by fluorinating some or all hydrogen atoms of a monovalent organic group having 1-20 carbon atoms.

10:

• A method for producing a nitrogen-containing fluorine-containing compound, the method comprising:
• (A1) reacting a compound according to formula (1b) with a compound having an amino-protecting group to obtain a compound according to formula (3b)-1 and reacting the compound according to formula (3b)-1 with a compound according to formula (4b) to obtain a compound according to formula (5b);
• or
• (A2) reacting the compound according to formula (1b) with the compound according to formula (4b) to obtain a compound according to formula (3b)-2 and reacting the compound according to formula (3b)-2 with a compound having an amino-protecting group to obtain the compound according to formula (5b);
• and
• (B) fluorinating the compound according to formula (5b) from (A1) or (A2) to obtain at least one selected from the group consisting of a compound according to formula (6b)-1 and a compound according to formula (6b)-2:
• wherein substituents are defined as follows:
• R1 is a hydrogen atom, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms, and in the case where R1 is not a hydrogen atom, the R1 may be bonded to R32 to form a divalent organic group;
• R32:
• a hydrogen atom or a monovalent organic group having 1-19 carbon atoms;
• R33:
• a single bond or a divalent organic group having 1-10 carbon atoms, a total number of carbon atoms of R32 and R33 being 0-19;
• R41:
• a monovalent organic group having an electron-withdrawing group, a monovalent hydrocarbon group having 1-20 carbon atoms, or a monovalent hydrocarbon group having 2-20 carbon atoms which contains an etheric oxygen atom between carbon atoms;
• R51:
• a monovalent organic group having an electron-withdrawing group, where R32, R41, and R51 may be bonded to each other to form a divalent organic group or a trivalent organic group;
• E21:
• —COX or —SO2X, where X is a hydroxyl group or a halogen atom;
• R62:
• a monovalent organic group having 1-20 carbon atoms;
• E31:
• —CO— or —SO2—;
• R32F:
• a group formed by fluorinating some or all hydrogen atoms of R32;
• R33F:
• a group formed by fluorinating some or all hydrogen atoms of R33, a total number of carbon atoms of R32F and R33F being 0-19;
• R41F:
• a group formed by fluorinating some or all hydrogen atoms of R41;
• R51F:
• a group formed by fluorinating some or all hydrogen atoms of R51;
• and
• R62F:
• a group formed by fluorinating some or all hydrogen atoms of R62.