Trifluoroacetic acid → HCID 178474095, compound

HRID 537049Notes

Reaction equation

HRID 537049 reaction equation
C(O)(C(F)(F)F)=O.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[O:19][C:18]([C:20]2[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:29])[CH3:28])=[CH:22][CH:21]=2)=[N:17][C:16]=1[C:30]1[N:34](COCC[Si](C)(C)C)[CH:33]=[N:32][N:31]=1>C(Cl)Cl>[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[O:19][C:18]([C:20]2[CH:21]=[CH:22][C:23]([NH:26][C:27](=[O:29])[CH3:28])=[CH:24][CH:25]=2)=[N:17][C:16]=1[C:30]1[N:34]=[CH:33][NH:32][N:31]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66749648N-{4-[5-(2-chlorophenyl)-4-(4-{[2-(trimethylsilyl)ethoxy]methyl}-4H-1,2,4-triazol-3-yl)-1,3-oxazol-2-yl]phenyl}acetamide

Product 1

HCID 178474095HCID 178474095, compoundYield 34.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (0.6 mL) was added to a solution of N-{4-[5-(2-chlorophenyl)-4-(4-{[2-(trimethylsilyl)ethoxy]methyl}-4H-1,2,4-triazol-3-yl)-1,3-oxazol-2-yl]phenyl}acetamide (0.10 g, 0.20 mmol) in DCM (3 mL). The reaction mixture was allowed to stir at rt overnight and then concentrated. The residue was purified by column chromatography to give N-{4-[5-(2-chlorophenyl)-4-(1H-1,2,4-triazol-3-yl)-1,3-oxazol-2-yl]phenyl}acetamide (Compound I-8) (0.026 g, 32%). LCMS (FA): m/z=380 (M+H).

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-fa0f5e72f67a4481a9c2259290808180
Source dataset
uspto-grants-2014_10
Patent number
US08859768B2

Reaction notes

Loading…