2-Chlorobenzoyl chloride → HCID 178522372, compound

HRID 1435579Notes

Reaction equation

HRID 1435579 reaction equation
[C:1]1([C:7]2[NH:16][C:10]3=[N:11][CH:12]=[C:13]([NH2:15])[CH:14]=[C:9]3[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21]>N1C=CC=CC=1>[Cl:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20]([NH:15][C:13]1[CH:14]=[C:9]2[N:8]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[NH:16][C:10]2=[N:11][CH:12]=1)=[O:21]

Participants

4

Reactant 2

HCID 691102-Chlorobenzoyl chlorideHCID 178508009HCID 178508009, compound

Product 1

HCID 178522372HCID 178522372, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

100 mg 2-phenyl-3H-imidazo[4,5-b]pyridin-6-ylamine (0.38 mmol,) in 4 ml dry pyridine were cooled to −40° C. and treated with 92 mg (1.1 equivalents) 2-chlorobenzoyl chloride. The cooling bath was removed an the mixture stirred for 1 hr at room temperature. The solvent was evaporated and the residue purified by chromatography on silica in methanol/dichloromethane mixtures. Yield 35 mg.

Workup

  1. customThe cooling bath was removed an the mixture
  2. customThe solvent was evaporated
  3. customthe residue purified by chromatography on silica in methanol/dichloromethane mixtures

Sources & evidence

ORD record
ord-41de7172583d403e8b0791d5a38c365f
Source dataset
uspto-grants-2009_11
Patent number
US07618964B2

Reaction notes

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