Back to results
US 2022/0402854 A1Published application
PROCESSES AND INTERMEDIATES FOR PREPARING alpha,omega-DICARBOXYLIC ACID-TERMINATED DIALKENE ETHERS
AssigneeNeuroBo Pharmaceuticals, Inc.
InventorsCarmen Daniela ONICIU, Otto Joseph GEOFFROY
Life of this patent
Estimating the term…
Abstract
The present disclosure provides a process for the preparation of compounds of formula (III), compounds of formula (V), and corresponding salts of formula (IV). The compounds made by the methods and processes of the invention are particularly useful for administration in humans and animals.
Claims21
1-24. (canceled)
A process for making a compound of formula (48):
- wherein:
- R21 is alkyl;
- each R22 and R23 is independently alkyl;
- and
- each m is independently 0, 1, 2, 3, or 4;
- comprising:
- (a) allowing a compound of formula (46):
- to react with a Br, Cl, or I source to provide a compound of formula (47):
- wherein X24 is Br, Cl, or I;
- and
- (b) allowing a compound of formula (46) to react with the compound of formula (47) in the presence of base to provide the compound of formula (48).
8 more elements
A process for making a compound of formula (49):
- wherein:
- each R22 and R23 is independently alkyl;
- and
- each m is independently 0, 1, 2, 3, or 4;
- comprising:
- (a) allowing a compound of formula (41):
- to react with a lithium or zinc deprotonating reagent to provide a compound of formula (41a):
- wherein M22 is Li or Zn;
- (b) reacting the compound of formula (41a) with an alkyl halide of formula (42):
- R22—X22 42
- wherein X22 is Br, Cl, or I;
- to provide a compound of formula (43):
- (c) allowing the compound of formula (43) to react with a lithium or zinc deprotonating reagent to provide a compound of formula (43a):
- wherein M23 is Li or Zn;
- (d) allowing the compound of formula (43a) to react with an alkyl halide of formula (44):
- R23—X23 44
- wherein X23 is Br, Cl, or I;
- to provide a compound of formula (45):
- (e) allowing the compound of formula (45) to react with potassium/c/V-butoxide to provide a compound of formula (46):
- where R21 is tert-butyl;
- (f) allowing the compound of formula (46) to react with a Br, Cl, or I source to provide a compound of formula (47):
- wherein X24 is Br, Cl, or I;
- (g) allowing the compound of formula (46) to react with the compound of formula (47) in the presence of base to provide a compound of formula (48):
- (h) allowing the compound of formula (48) to react with trifluoroacetic acid to provide the compound of formula (49)
21 more elements
A process for making a compound of formula (45):
- wherein:
- R22 and R23 are each independently alkyl;
- and
- m is 0, 1, 2, 3, or 4;
- comprising:
- (a) allowing a compound of formula (41):
- to react with a lithium or zinc deprotonating reagent to produce a compound of formula (41a):
- wherein M22 is Li or Zn;
- (b) reacting the compound of formula (41a) with an alkyl halide of formula (42):
- R22—X22 42
- wherein X22 is Br, Cl, or I;
- to provide a compound of formula (43):
- (c) allowing the compound of formula (43) to react with a lithium or zinc deprotonating reagent to provide a compound of formula (43a):
- wherein M23 is Li or Zn;
- and
- (d) allowing the compound of formula (43a) with an alkyl halide of formula (44):
- R23—X23 44
- wherein X23 is Br, Cl, or I;
- to provide the compound of formula (45).
16 more elements
Dependencies are inferred from the claim text.