Trifluoroacetic acid → 2-Phenylimidazo[1,2-a]pyridin-7-amine

HRID 2382721Notes

Reaction equation

HRID 2382721 reaction equation
FC(F)(F)C(O)=O.C(OC(=O)[NH:14][C:15]1[CH:20]=[CH:19][N:18]2[CH:21]=[C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:23]=[C:17]2[CH:16]=1)(C)(C)C>C(Cl)Cl>[C:24]1([C:22]2[N:23]=[C:17]3[CH:16]=[C:15]([NH2:14])[CH:20]=[CH:19][N:18]3[CH:21]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67041776HCID 67041776, compound

Product 1

HCID 569555022-Phenylimidazo[1,2-a]pyridin-7-amineYield 73%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (30 ml) was added to a solution of (2-phenyl-imidazo[1,2-a]pyridin-7-yl)-carbamic acid tert-butyl ester (4.81 g, 15 mmol) in CH2Cl2 (30 ml), and the mixture was stirred at r.t. overnight. The mixture was then washed (water, 2×50 ml), dried (Na2SO4), and the solvent was evaporated. The title compound (2.25 g, 73%) was obtained from the residue by column chromatography (silica gel, CH2Cl2: MeOH=100:0-60:40). MS (m/e)=210.1 [M+H+].

Workup

  1. washThe mixture was then washed (water, 2×50 ml)
  2. dry with materialdried (Na2SO4)
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-50cf7898838043448341a9203834602e
Source dataset
uspto-grants-2012_09
Patent number
US08263584B2

Reaction notes

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