Trifluoroacetic acid → HCID 68878645, compound

HRID 1867515Notes

Reaction equation

HRID 1867515 reaction equation
C(O[C:6](=O)[N:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][C:18]3[C:19]([CH:23]=2)=[N:20][O:21][N:22]=3)=[CH:11][CH:10]=1)C)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[N:22]1[O:21][N:20]=[C:19]2[CH:23]=[C:15]([C:12]3[CH:11]=[CH:10][C:9]([NH:7][CH3:6])=[CH:14][CH:13]=3)[CH:16]=[CH:17][C:18]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68878567HCID 68878567, compound

Product 1

HCID 68878645HCID 68878645, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

510 mg (1.57 eq.) (4-benzo[1,2,5]oxadiazol-5-yl-phenyl)-methyl-carbamic acid tert-butyl ester are dissolved in 10 mL dichloromethane, treated with 0.126 mL (1.05 eq.) trifluoroacetic acid and stirred overnight at room temperature. The reaction mixture is evaporated and the residue column chromatographed (hexane, hexane/ethyl acetate 4:1 then 3:1) to yield the desired product as an orange solid. MS(ES+): 226 (M+1).

Workup

  1. customThe reaction mixture is evaporated
  2. customthe residue column chromatographed (hexane, hexane/ethyl acetate 4:1

Sources & evidence

ORD record
ord-692d6abc44c34356bd978c5508396963
Source dataset
uspto-grants-2009_12
Patent number
US07632851B2

Reaction notes

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