Formaldehyde → HCID 178480847, compound

HRID 1012089Notes

Reaction equation

HRID 1012089 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[C:3]=1[C:4]([NH:6][C:7]1[C:8]([C:12]2[NH:16][C:15]3[CH:17]=[CH:18][C:19]([OH:21])=[CH:20][C:14]=3[N:13]=2)=[N:9][NH:10][CH:11]=1)=[O:5].[CH2:27]=O.[CH3:29][N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1>C1C=CC=CC=1>[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[C:3]=1[C:4]([NH:6][C:7]1[C:8]([C:12]2[NH:16][C:15]3[CH:17]=[CH:18][C:19]([OH:21])=[C:20]([CH2:29][N:30]4[CH2:35][CH2:34][N:33]([CH3:27])[CH2:32][CH2:31]4)[C:14]=3[N:13]=2)=[N:9][NH:10][CH:11]=1)=[O:5]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 531671-MethylpiperazineHCID 178522441HCID 178522441, compound

Product 1

HCID 178480847HCID 178480847, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2,6-difluoro-N-[3-(5-hydroxy-1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-benzamide (50 mg), 37% aqueous formaldehyde (1 ml) and N-methylpiperazine (150 μL) in benzene (1 ml) was heated in a microwave at 100° C. and 50 W for 10 minutes, reduced in vacuo and submitted to preparative LC/MS for purification to give 2,6-difluoro-N-{3-[5-hydroxy-4-(4-methyl-piperazin-1-ylmethyl)-1H-benzimidazol-2-yl]-1H-pyrazol-4-yl}-benzamide (7 mg) as a yellow solid. (LC/MS: Rt 1.98, [M+H]+ 468.19).

Workup

  1. customfor purification

Sources & evidence

ORD record
ord-7d533ffe720744f29ed711b2917f69f8
Source dataset
uspto-grants-2011_07
Patent number
US07977477B2

Reaction notes

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