Trifluoroacetic acid → HCID 22405499, compound

HRID 441206Notes

Reaction equation

HRID 441206 reaction equation
C(OC([NH:8][C:9]1[S:10][C:11]([CH2:14][CH2:15][O:16][C:17]([NH:19][C:20]2[C:21](=[O:46])[N:22]([CH2:32][C:33]([NH:35][CH:36]([CH:43]([CH3:45])[CH3:44])[C:37](=[O:42])[C:38]([F:41])([F:40])[F:39])=[O:34])[C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:24][CH:25]=2)=[O:18])=[CH:12][N:13]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][C:9]1[S:10][C:11]([CH2:14][CH2:15][O:16][C:17]([NH:19][C:20]2[C:21](=[O:46])[N:22]([CH2:32][C:33]([NH:35][CH:36]([CH:43]([CH3:44])[CH3:45])[C:37](=[O:42])[C:38]([F:40])([F:41])[F:39])=[O:34])[C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:24][CH:25]=2)=[O:18])=[CH:12][N:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22405540HCID 22405540, compound

Product 1

HCID 22405499HCID 22405499, compoundYield 60.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 2-[3-[2-(2-tert-butoxycarbonylaminothiazol-5-yl)ethoxycarbonylamino]-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide (0.9 g) in methylene chloride (5 mL) was added trifluoroacetic acid (1 mL), and the resulting solution was allowed to stir for 3 h. The solvents were evaporated and the residue chromatographed, eluting with methanol:methylene chloride (5:95), to give the title compound (0.46 g); MS: m/z=566(M+1).

Workup

  1. customThe solvents were evaporated
  2. customthe residue chromatographed
  3. washeluting with methanol:methylene chloride (5:95)

Sources & evidence

ORD record
ord-eef42131323741418aa2d3a4e49d8b85
Source dataset
uspto-grants-1996_05
Patent number
US05521179

Reaction notes

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