5-Aminobenzimidazole → HCID 178517657, compound

HRID 706294Notes

Reaction equation

HRID 706294 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][NH:8][C:4]=2[CH:3]=1.N1([C:16]([N:18]2[CH:22]=[CH:21]N=C2)=[O:17])C=CN=C1.Br.NCC([C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=1)=O>>[NH:6]1[C:5]2[CH:9]=[CH:10][C:2]([N:1]3[CH:21]([C:28]4[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[CH:29]=4)[CH2:22][NH:18][C:16]3=[O:17])=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

4

Reactant 3

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 57488459HCID 57488459, compound

Product 1

HCID 178517657HCID 178517657, compound

Procedure

The compound was synthesized as hydrochloride salt starting from 5-aminobenzimidazole (1.18 g, 8.87 mmol), di(1H-imidazol-1-yl)methanone (1.58 g, 9.76 mmol), TEA (3.71, 26.61 mmol), aminomethyl-(3,4-dichlorophenyl)ketone hydrobromide (2.528 g, 8.87 mmol), TEA (2.47 mL, 17.72 mmol), PdC (10%, 0.02 g) as described in method 1.

Sources & evidence

ORD record
ord-4cf0d50712d14c07ac2fa675ea4a862c
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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