Trifluoroacetic acid → HCID 178525546, compound

HRID 1035739Notes

Reaction equation

HRID 1035739 reaction equation
[C:1]1([CH2:7][S:8]([CH2:10][C:11]2[S:15][C:14]([NH:16][C:17]([C:19]3[CH:24]=[CH:23][C:22]([C@H:25]4[CH2:30][CH2:29][C@H:28]([CH2:31][C:32]([O:34]C(C)(C)C)=[O:33])[CH2:27][CH2:26]4)=[CH:21][CH:20]=3)=[O:18])=[N:13][N:12]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>ClCCl>[C:1]1([CH2:7][S:8]([CH2:10][C:11]2[S:15][C:14]([NH:16][C:17]([C:19]3[CH:20]=[CH:21][C:22]([C@H:25]4[CH2:30][CH2:29][C@H:28]([CH2:31][C:32]([OH:34])=[O:33])[CH2:27][CH2:26]4)=[CH:23][CH:24]=3)=[O:18])=[N:13][N:12]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178451080HCID 178451080, compound

Product 1

HCID 178525546HCID 178525546, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.072 g of tert-butyl trans-{4-[4-(5-phenylmethanesulfinylmethyl[1.3.4]thiadiazol-2-ylcarbamoyl)phenyl]cyclohexyl}acetate (0.13 mmol, 1 eq.) is placed in 2 mL of dichloromethane with stirring. 1 mL of TFA (13.46 mmol, 104 eq.) is added. After 1 hour, the reaction medium is evaporated and the residue is triturated in ethanol to give 0.055 g of trans-{4-[4-(5-phenylmethanesulfinylmethyl[1.3.4]thiadiazol-2-ylcarbamoyl)phenyl]cyclohexyl}acetic acid.

Workup

  1. customthe reaction medium is evaporated
  2. customthe residue is triturated in ethanol

Sources & evidence

ORD record
ord-25d9af096ced4cdb83fefa69969ae06d
Source dataset
uspto-grants-2013_10
Patent number
US08546391B2

Reaction notes

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