Ammonia → HCID 66664986, compound

HRID 872312Notes

Reaction equation

HRID 872312 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[N:9]([C:11]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]4([NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:23][CH2:22][CH2:21]4)=[CH:16][CH:15]=3)[N:13]=2)[CH:10]=1)=O.[NH3:38]>CO>[C:28]([O:27][C:25](=[O:26])[NH:24][C:20]1([C:17]2[CH:18]=[CH:19][C:14]([C:12]3[N:13]=[C:8]4[CH:7]=[CH:6][C:5]([C:3](=[O:2])[NH2:38])=[CH:10][N:9]4[C:11]=3[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:15][CH:16]=2)[CH2:21][CH2:22][CH2:23]1)([CH3:29])([CH3:30])[CH3:31]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 66665070HCID 66665070, compound

Product 1

HCID 66664986HCID 66664986, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-[4-(1-tert-butoxycarbonylamino-cyclobutyl)-phenyl]-3-phenyl-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester (100 mg) and a solution of ammonia in methanol (7M, 1.4 mL) was heated at 130° C. for 90 minutes under microwave irradiation. On cooling, the reaction mixture was concentrated in vacuo. Purification was achieved by chromatography on silica gel to give the title compound.

Workup

  1. temperatureOn cooling
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customPurification

Sources & evidence

ORD record
ord-08978a9c800746d0986899a160d9b44e
Source dataset
uspto-grants-2015_03
Patent number
US08975265B2

Reaction notes

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