Methyl 3-amino-4-(methylamino)benzoate → Methyl 2-{5-[(tert-Butoxycarbonylamino)methyl]-2-chlorophenylamino}-1-methylbenzimidazole-5-carboxylate

HRID 1410210Notes

Reaction equation

HRID 1410210 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:4][C:3]=1[N:17]=[C:18]=S.[NH2:20][C:21]1[CH:22]=[C:23]([CH:28]=[CH:29][C:30]=1[NH:31][CH3:32])[C:24]([O:26][CH3:27])=[O:25]>>[C:10]([O:9][C:8]([NH:7][CH2:6][C:5]1[CH:15]=[CH:16][C:2]([Cl:1])=[C:3]([NH:17][C:18]2[N:31]([CH3:32])[C:30]3[CH:29]=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][C:21]=3[N:20]=2)[CH:4]=1)=[O:14])([CH3:13])([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 15586064Methyl 3-amino-4-(methylamino)benzoateHCID 86646335tert-Butyl 4-chloro-3-isothiocyanatobenzylcarbamate

Product 1

HCID 68509484Methyl 2-{5-[(tert-Butoxycarbonylamino)methyl]-2-chlorophenylamino}-1-methylbenzimidazole-5-carboxylate

Procedure

The sub-title compound was prepared from tert-butyl 4-chloro-3-isothiocyanatobenzylcarbamate (see Example 2d) and methyl 3-amino-4-methylaminobenzoate according to Example 3, step (g).

Sources & evidence

ORD record
ord-fd0011f550eb472e8bb0243ebbb91d87
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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