Trifluoroacetic acid → HCID 22349650, compound

HRID 896269Notes

Reaction equation

HRID 896269 reaction equation
C(OC([NH:8][C:9]1[C:10]([C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:15])=[CH:11][S:12][CH:13]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C:9]1[C:10]([C:14]([NH:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:15])=[CH:11][S:12][CH:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22349660HCID 22349660, compound

Product 1

HCID 22349650HCID 22349650, compoundYield 102.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(tert-butoxycarbonylamino)-N-phenylthiophene-3-carboxamide (300 mg, 0.94 mmol) in CH2Cl2 (3 ml) was treated with TFA (0.36 ml, 4.71 mmol) at room temperature for 2.5 hours. The solvent was evaporated, the residue was dissolved in methanol/HCl, ether was added to the solution, the precipitate was recovered to give title compound (210 mg, 87%) which was used as is in the next step.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in methanol/HCl
  3. additionether was added to the solution
  4. customthe precipitate was recovered

Sources & evidence

ORD record
ord-74a3ce05819a4af68eb9edb275dd0a7c
Source dataset
uspto-grants-2005_07
Patent number
US06919338B2

Reaction notes

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