Trifluoroacetic acid → HCID 22958555, compound

HRID 1008574Notes

Reaction equation

HRID 1008574 reaction equation
C([O:5][C:6](=[O:41])[CH2:7][S:8][C:9]([CH3:40])([CH3:39])[C@H:10]([NH:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[C:11]([N:13]1[CH2:17][CH2:16][CH2:15][C@H:14]1[C:18](=[O:32])[NH:19][CH2:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[C:27]([NH2:31])=[N:26][CH:25]=[CH:24]2)=[O:12])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:31][C:27]1[C:28]2[C:23](=[CH:22][C:21]([CH2:20][NH:19][C:18]([C@@H:14]3[CH2:15][CH2:16][CH2:17][N:13]3[C:11](=[O:12])[C@@H:10]([NH:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[C:9]([S:8][CH2:7][C:6]([OH:41])=[O:5])([CH3:39])[CH3:40])=[O:32])=[CH:30][CH:29]=2)[CH:24]=[CH:25][N:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69780555HCID 69780555, compound

Product 1

HCID 22958555HCID 22958555, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of (3-{2-(S)-[(1-amino-isoquinolin-6-ylmethyl)-carbamoyl]-pyrrolidin-1-yl}-2-(R)-ethoxycarbonylamino-1,1-dimethyl-3-oxo-propylsulfanyl)-acetic acid tert.-butyl ester hydroacetate (0.031 g; 0.048 mmol) and 1 mL trifluoroacetic acid in 1 mL of dichloromethane was stirred for 3 h at ambient temperature. The volatiles were pumped off followed by lyophilization to give 0.016 g (52%) of the title compound as a white solid. (+)-APCI-MS: 532 (MH+).

Sources & evidence

ORD record
ord-f788fc34882544d9823cd37e97f222b2
Source dataset
uspto-grants-2004_09
Patent number
US06797710B2

Reaction notes

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