Trifluoroacetic acid → Trifluoroacetic acid

HRID 574199Notes

Reaction equation

HRID 574199 reaction equation
[CH2:1]([O:8][C:9]([C:15]1[O:19][C:18]([C:20]2[C:25]([NH:26]C(=O)OC(C)(C)C)=[CH:24][C:23]([C:34]([F:37])([F:36])[F:35])=[C:22]([O:38][CH3:39])[N:21]=2)=[N:17][N:16]=1)([CH3:14])[C:10]([F:13])([F:12])[F:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:40]([OH:46])([C:42]([F:45])([F:44])[F:43])=[O:41]>C(Cl)Cl>[CH2:1]([O:8][C:9]([C:15]1[O:19][C:18]([C:20]2[C:25]([NH2:26])=[CH:24][C:23]([C:34]([F:37])([F:36])[F:35])=[C:22]([O:38][CH3:39])[N:21]=2)=[N:17][N:16]=1)([CH3:14])[C:10]([F:11])([F:12])[F:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[C:40]([OH:46])([C:42]([F:45])([F:44])[F:43])=[O:41]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86729587HCID 86729587, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 86729588HCID 86729588, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of the tert-butyl 2-(5-(2-(benzyloxy)-1,1,1-trifluoropropan-2-yl)-1,3,4-oxadiazol-2-yl)-6-methoxy-5-(trifluoromethyl)pyridin-3-ylcarbamate (707 mg, 1.257 mmol) in DCM (10 ml) was added TFA (3 ml) and stirring continued for 45 min. The resulting mixture was washed with 2M NaOH and the organic phase separated using a phase separator. The solvent was removed in vacuo to afford the title product as a TFA salt; LC-MS Rt=1.42 min [M+H]+ 463.2 Method High pH_v003.

Workup

  1. washThe resulting mixture was washed with 2M NaOH
  2. customthe organic phase separated
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-ec5c96b894154cd4b937bc9ba214470b
Source dataset
uspto-grants-2015_05
Patent number
US09034879B2

Reaction notes

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