Trifluoroacetic acid → 4-{4-Fluoro-2-[(S)-(tetrahydro-furan-3-yl)oxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid azepan-4-ylamide trifluoroacetate

HRID 240665Notes

Reaction equation

HRID 240665 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][C:16]([C:18]2[S:40][C:21]3[N:22]=[CH:23][N:24]=[C:25]([NH:26][C:27]4[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=4[O:34][C@H:35]4[CH2:39][CH2:38][O:37][CH2:36]4)[C:20]=3[C:19]=2[CH3:41])=[O:17])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45]>ClCCl>[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].[NH:8]1[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][C:16]([C:18]2[S:40][C:21]3[N:22]=[CH:23][N:24]=[C:25]([NH:26][C:27]4[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=4[O:34][C@H:35]4[CH2:39][CH2:38][O:37][CH2:36]4)[C:20]=3[C:19]=2[CH3:41])=[O:17])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67397042HCID 67397042, compound

Product 1

HCID 673957794-{4-Fluoro-2-[(S)-(tetrahydro-furan-3-yl)oxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid azepan-4-ylamide trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 380 mg (0.65 mmol) 4-[(4-{4-fluoro-2-[(S)-(tetrahydro-furan-3-yl)oxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carbonyl)-amino]-azepane-1-carboxylic acid tert-butyl ester and 0.15 ml trifluoroacetic acid and 10 ml dichloromethane was stirred at room temperature over night. The reaction mixture was concentrated in vacuo.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-9001e6b9b5924b5cb3c3f17272aee9a8
Source dataset
uspto-grants-2014_02
Patent number
US08648068B2

Reaction notes

Loading…