Trifluoroacetic acid → HCID 131736762, compound

HRID 1485891Notes

Reaction equation

HRID 1485891 reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1)[C:9]([N:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C@H:12]1[C:21](=[O:31])[NH:22][C:23]1[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=1[F:30])=[O:10])(C)(C)C.[C:39]([OH:45])([C:41]([F:44])([F:43])[F:42])=[O:40]>C(Cl)Cl>[F:42][C:41]([F:44])([F:43])[C:39]([OH:45])=[O:40].[F:30][C:24]1[CH:25]=[CH:26][CH:27]=[C:28]([F:29])[C:23]=1[NH:22][C:21]([C@@H:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:19][CH2:20][N:11]1[C:9](=[O:10])[C@@H:8]([NH2:7])[CH:32]1[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]1)=[O:31]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90040593HCID 90040593, compound

Product 1

HCID 131736762HCID 131736762, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {(S)-1-cyclohexyl-2-[(S)-1-(2,6-difluoro-phenylcarbamoyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester (62 mg, 118 μmol, Eq: 1.00) in CH2Cl2 (3 mL) was added TFA (1 mL) dropwise. The reaction was stirred at RT for 1 h. The mixture was evaporated to afford (S)-2-((S)-2-amino-2-cyclohexyl-acetyl)-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid (2,6-difluoro-phenyl)-amide trifluoroacetate which was used without further purification.

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-cf85a9eb1a404899ad012bd4245bca17
Source dataset
uspto-grants-2016_08
Patent number
US09422332B2

Reaction notes

Loading…