5-Aminobenzimidazole → HCID 178517611, compound

HRID 706275Notes

Reaction equation

HRID 706275 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:37]=[CH:36][C:31]2[O:32][CH2:33][CH2:34][O:35][C:30]=2[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:37]=[CH:36][C:31]5[O:32][CH2:33][CH2:34][O:35][C:30]=5[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 57488458HCID 57488458, compound

Product 1

HCID 178517611HCID 178517611, compound

Procedure

The compound was synthesized as hydrochloride salt starting from 5-aminobenzimidazole (0.37 g, 2.78 mmol), di(1H-imidazol-1-yl)methanone (0.496 g, 3.06 mmol), TEA (1.16 mL, 8.34 mmol), aminomethyl-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)ketone hydrobromide (0.761 g, 2.78 mmol), TEA (0.775 mL, 5.56 mmol), PdC (10%, 0.02 g) as described in method 1.

Sources & evidence

ORD record
ord-5dae1153d10749d094301f1ed591dffe
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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