HCID 69420222, compound → 4-[(5-thiophen-2-ylimidazo[4,5-b]pyrazin-3-yl)methyl]phenol

HRID 1297324Notes

Reaction equation

HRID 1297324 reaction equation
F[C:2](F)(F)C(O)=O.[NH2:8][C:9]1[C:10]([NH:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=2)=[N:11][C:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:13][N:14]=1>C(OCC)(OCC)OCC>[S:16]1[CH:17]=[CH:18][CH:19]=[C:15]1[C:12]1[N:11]=[C:10]2[N:20]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=3)[CH:2]=[N:8][C:9]2=[N:14][CH:13]=1

Participants

3

Reactant 1

HCID 69420222HCID 69420222, compound

Product 1

HCID 113473734-[(5-thiophen-2-ylimidazo[4,5-b]pyrazin-3-yl)methyl]phenolYield 67.6%

Reagents, catalysts & solvents 1

HCID 31214Ethyl orthoformateSolvent

Procedure

A solution of 4-[(3-amino-6-thiophen-2-yl-pyrazin-2-ylamino)-methyl]-phenol trifluoroacetic acid salt (10 mg, 0.024 mmol) in triethyl orthoformate (1.5 mL) was refluxed for 4 hours. The starting material was disappeared completely. After evaporation of triethyl orthoformate, the crude product was crystallized in hexane-dichloromethane system to provide 4-(6-thiophen-2-yl-imidazo[4,5-b]pyrazin-1-ylmethyl)-phenol as a brown solid (5 mg).

Workup

  1. customAfter evaporation of triethyl orthoformate
  2. customthe crude product was crystallized in hexane-dichloromethane system

Sources & evidence

ORD record
ord-614c3048c6cb4b5d98018776c602cbb5
Source dataset
uspto-grants-2007_07
Patent number
US07250417B2

Reaction notes

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