Trifluoroacetic acid → HCID 68637443, compound

HRID 641600Notes

Reaction equation

HRID 641600 reaction equation
[CH:1]([N:4]([CH3:46])[C@@H:5]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12](=[O:35])[CH2:13][C:14]([NH:16][C:17]2[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:19][C:18]=2[NH:27]C(=O)OC(C)(C)C)=[O:15])[C@H:7]([CH2:36][S:37]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)(=[O:39])=[O:38])[CH2:6]1)([CH3:3])[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:27][C:18]1[CH:19]=[CH:20][C:21]([C:23]([F:26])([F:24])[F:25])=[CH:22][C:17]=1[NH:16][C:14](=[O:15])[CH2:13][C:12]([NH:11][C@H:8]1[CH2:9][CH2:10][C@@H:5]([N:4]([CH:1]([CH3:2])[CH3:3])[CH3:46])[CH2:6][C@H:7]1[CH2:36][S:37]([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)(=[O:38])=[O:39])=[O:35]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11388276HCID 11388276, compound

Product 1

HCID 68637443HCID 68637443, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 2-(3-((1S*,2R*,4R*)-4-(isopropyl(methyl)amino)-2-(phenylsulfonylmethyl)cyclohexylamino)-3-oxopropanamido)-4-(trifluoromethyl)phenylcarbamate (10 mg, see procedure 35b) in CH2Cl2 (1.5 mL) was added TFA (0.5 mL) at 0° C. The reaction was warmed to RT and stirred for one hour at which time it was concentrated in vacuo. The title compound (presumed mono-TFA salt) was obtained as a white powder after reverse-phase HPLC and lypholization. MS found: (M+H)+=569.32.

Workup

  1. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-15c7d97e68614711bdc635024675be11
Source dataset
uspto-grants-2010_04
Patent number
US07696205B2

Reaction notes

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