Trifluoroacetic acid → HCID 68592750, compound

HRID 1429160Notes

Reaction equation

HRID 1429160 reaction equation
C([O:5][C:6]([CH:8]1[CH2:12][CH:11]([O:13][C:14]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:17]=[C:16]([O:26][CH3:27])[N:15]=2)[CH2:10][CH:9]1[C:28](=[O:40])[NH:29][C:30]1([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:32][CH:31]1[CH:33]=[CH2:34])=[O:7])(C)(C)C.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:38]([O:37][C:35]([C:30]1([NH:29][C:28]([CH:9]2[CH2:10][CH:11]([O:13][C:14]3[CH:19]=[C:18]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)[N:17]=[C:16]([O:26][CH3:27])[N:15]=3)[CH2:12][CH:8]2[C:6]([OH:7])=[O:5])=[O:40])[CH2:32][CH:31]1[CH:33]=[CH2:34])=[O:36])[CH3:39]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 68590909HCID 68590909, compound

Product 1

HCID 68592750HCID 68592750, compoundYield 133.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of compound 13a (1.0 g, 1.81 mmol) in DCM (30 ml) was added triethylsilane (0.53 g, 4.53 mmol) and TFA (20 ml) and the mixture was stirred at room temperature for 1 hour. The solution was evaporated under reduced pressure and co-evaporated two times with toluene which gave the title compound (1.2 g), (M+H)+496.

Workup

  1. customThe solution was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3bf3924c07e34090b6d4233c11a03b21
Source dataset
uspto-grants-2015_01
Patent number
US08937080B2

Reaction notes

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