Trifluoroacetic acid → HCID 131736765, compound

HRID 1485897Notes

Reaction equation

HRID 1485897 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:12]([N:14]1[CH2:23][CH2:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C@H:15]1[C:24](=[O:34])[NH:25][C:26]1[C:31]([F:32])=[CH:30][CH:29]=[CH:28][C:27]=1[Cl:33])=[O:13])[CH:9]([CH3:11])[CH3:10])(C)(C)C.[C:36]([OH:42])([C:38]([F:41])([F:40])[F:39])=[O:37]>C(Cl)Cl>[F:39][C:38]([F:41])([F:40])[C:36]([OH:42])=[O:37].[Cl:33][C:27]1[CH:28]=[CH:29][CH:30]=[C:31]([F:32])[C:26]=1[NH:25][C:24]([C@@H:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:22][CH2:23][N:14]1[C:12](=[O:13])[C@@H:8]([NH2:7])[CH:9]([CH3:11])[CH3:10])=[O:34]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90040703HCID 90040703, compound

Product 1

HCID 131736765HCID 131736765, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {(S)-1-[(S)-1-(2-chloro-6-fluoro-phenylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester (47 mg, 93.3 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 provide (S)-2-((S)-2-amino-3-methyl-butyryl)-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid (2-chloro-6-fluoro-phenyl)-amide trifluoroacetate which was used without further purification.

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-edd06a5871e2457f937a039769c866c6
Source dataset
uspto-grants-2016_08
Patent number
US09422332B2

Reaction notes

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