Trifluoroacetic acid → HCID 131736759, compound

HRID 1485885Notes

Reaction equation

HRID 1485885 reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1)[C:9]([N:11]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C@H:12]1[C:20](=[O:30])[NH:21][C:22]1[C:27]([F:28])=[CH:26][CH:25]=[CH:24][C:23]=1[F:29])=[O:10])(C)(C)C.[C:38]([OH:44])([C:40]([F:43])([F:42])[F:41])=[O:39]>C(Cl)Cl>[F:41][C:40]([F:43])([F:42])[C:38]([OH:44])=[O:39].[F:29][C:23]1[CH:24]=[CH:25][CH:26]=[C:27]([F:28])[C:22]=1[NH:21][C:20]([C@@H:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:19][N:11]1[C:9](=[O:10])[C@@H:8]([NH2:7])[CH:31]1[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]1)=[O:30]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118252502HCID 118252502, compound

Product 1

HCID 131736759HCID 131736759, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of {(S)-1-cyclohexyl-2-[(S)-1-(2,6-difluoro-phenylcarbamoyl)-1,3-dihydro-isoindol-2-yl]-2-oxo-ethyl}-carbamic acid tert-butyl ester (174 mg, 339 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)-2,3-dihydro-1H-isoindole-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-fbd9fc2f734a47668955ad83f294af7f
Source dataset
uspto-grants-2016_08
Patent number
US09422332B2

Reaction notes

Loading…