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US 2003/0078439 A1Published application
Process for the preparation of cell proliferation inhibitors
AssigneeAbbott Laboratories
InventorsAshok K. Gupta, Steven A. King, Elaine C. Lee, Howard E. Morton, Daniel J. Plata, Yu-Ming Pu, Padam N. Sharma
Life of this patent
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Abstract
The instant invention discloses a process for the synthesis of substituted indole cell proliferation inhibitors.
Claims30
A process for preparing a compound of formula (5)
- 11
- or a therapeutically acceptable salt thereof, wherein
- R1 and R5 are independently selected from the group consisting of hydrogen, alkyl, and alkoxy;
- and
- R2, R3, and R4 are independently selected from the group consisting of alkyl and alkoxy;
- the process comprising:
- (a) reacting N-formylindoline with chlorosulfonic acid and thionyl chloride;
- and
- (b) reacting the product from step (a) with a base and a compound of formula (4)
- 12
7 more elements
A process for preparing a compound of formula (7)
- 13
- the process comprising:
- (a) reacting the compound of formula (5) with a reducing agent;
- and
- (b) reacting the product of step (a) with an oxidizing agent.
2 more elements
A process for preparing a compound of formula (7), the process comprising:
- (a) reacting the compound of formula (5) with a deformylating agent;
- (b) reacting the product from step (a) with an oxidizing agent;
- and
- (c) reacting the product from step (b) with a base and a methylating agent.
1 more element
A process for preparing a compound of formula (7a)
- 14
- the process comprising:
- (a) reacting indoline with a formylating agent;
- (b) reacting the product of step (a) with chlorosulfonic acid and thionyl chloride;
- (c) reacting the product of step (b) with a base and a compound of formula (4);
- (d) reacting the product of step (c) with a reducing agent;
- and
- (e) reacting the product of step (d) with an oxidizing agent.
5 more elements
A process for preparing a compound of formula (7a),
- the process comprising:
- (a) reacting indoline with a formylating agent;
- (b) reacting the product of step (a) with chlorosulfonic acid and thionyl chloride;
- (c) reacting the product of step (b) with a base and a compound of formula (4);
- (d) reacting the product of step (c) with a deformylating agent;
- (e) reacting the product of step (d) with an oxidizing agent;
- and
- (f) reacting the product of step (e) with a base and a methylating agent.
5 more elements
A process for preparing a compound of formula (10a)
- 15
- the process comprising:
- reacting a compound of formula (7a) with N,N-dimethylaminoacetyl chloride hydrochloride in the presence of base.
A compound of formula (I)
- 16
- or a therapeutically acceptable salt thereof, wherein
- R1 and R5 are independently selected from the group consisting of hydrogen, alkyl, and alkoxy;
- R2, R3, and R4 are independently selected from the group consisting of alkyl and alkoxy;
- and
- RA is selected from the group consisting of hydrogen, formyl, and methyl.
3 more elements
Dependencies are inferred from the claim text.