Water → HCID 178447164, compound

HRID 506588Notes

Reaction equation

[CH3:1][CH:2]([OH:6])[CH:3]=[CH:4][CH3:5].[C:7](N1C=CN=C1)(N1C=CN=C1)=[O:8].[C:19]1([C:25]2[NH:34][C:28]3=[N:29][CH:30]=[C:31]([NH2:33])[CH:32]=[C:27]3[N:26]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O>ClCCl.CN1CCCC1=O>[CH3:1][CH:2]([O:6][C:7](=[O:8])[NH:33][C:31]1[CH:32]=[C:27]2[N:26]=[C:25]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[NH:34][C:28]2=[N:29][CH:30]=1)/[CH:3]=[CH:4]/[CH3:5]

Participants

Conditions

Temperature: 0 °C

Procedure

32 mg 3-penten-2-ol (0.38 mmol,) in 1 ml dry dichloromethane were treated at 0° C. with 62 mg 1,1′-carbonyl-diimidazole. The mixture was stirred at 0° C. for 2 hrs. 80 mg 2-phenyl-3H-imidazo[4,5-b]pyridin-6-ylamine (0.38 mmol,) in 0.5 ml N-methylpyrrolidone (NMP) were added and the mixture stirred over night at room temperature. 1 ml water was added, the precipitate filtered, and the filter residue washed thoroughly with water and ether and further purified by chromatography.

Workup

stirringthe mixture stirred over night at room temperature
filtrationthe precipitate filtered
washthe filter residue washed thoroughly with water and ether
customfurther purified by chromatography

Sources & evidence

ORD record: ord-41505af1f0fc4283913024858fe5251c
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07786113B2

Reaction notes

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