1-[(2,3-dichlorophenyl)methyl]-2-methyl-6-(4-morpholinyl)-1H-benzimidazole-4-carboxamide → HCID 178432295, compound

HRID 44492Notes

Reaction equation

HRID 44492 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][N:10]1[C:14]2[CH:15]=[C:16]([N:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)[CH:17]=[C:18]([C:19]([NH2:21])=[O:20])[C:13]=2[N:12]=[C:11]1[CH3:28]>CN(C(OC)OC)C>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][N:10]1[C:14]2[CH:15]=[C:16]([N:22]3[CH2:23][CH2:24][O:25][CH2:26][CH2:27]3)[CH:17]=[C:18]([C:19](/[N:21]=[CH:9]/[N:10]([CH3:14])[CH3:11])=[O:20])[C:13]=2[N:12]=[C:11]1[CH3:28]

Participants

3

Reactant 1

HCID 569596811-[(2,3-dichlorophenyl)methyl]-2-methyl-6-(4-morpholinyl)-1H-benzimidazole-4-carboxamide

Product 1

HCID 178432295HCID 178432295, compoundYield 178.4%

Reagents, catalysts & solvents 1

HCID 78373Dimethylformamide dimethyl acetalSolvent

Procedure

A solution of combined batches of 1 1-[(2,3-dichlorophenyl)methyl]-2-methyl-6-(4-morpholinyl)-1H-benzimidazole-4-carboxamide (220 mg, 0.52 mmol) in DMF-DMA (15 ml) was stirred at 130° C. for 2 h. When TLC showed no starting material remaining, the mixture was cooled to rt and the solvent was removed under reduced pressure to give the crude product (JS211561-105A1, 220 mg, 89%), as a yellow solid. LC-MS: m/e=474 [M+1]+

Workup

  1. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-974c1a9323284e6e98377460f6464b99
Source dataset
uspto-grants-2013_09
Patent number
US08541411B2

Reaction notes

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