Methylamine → 1-Isobutyl-2-amino-6-(methyliminomethyl)-1H-benzimidazole

HRID 250772Notes

Reaction equation

HRID 250772 reaction equation
[CH3:1][NH2:2].[CH2:3]([N:7]1[C:11]2[CH:12]=[C:13]([CH:16]=O)[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:18])[CH:4]([CH3:6])[CH3:5]>CN(C)C=O>[CH2:3]([N:7]1[C:11]2[CH:12]=[C:13]([CH:16]=[N:2][CH3:1])[CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH2:18])[CH:4]([CH3:6])[CH3:5]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 860671521-Isobutyl-2-amino-6-formylbenzimidazole

Product 1

HCID 668688601-Isobutyl-2-amino-6-(methyliminomethyl)-1H-benzimidazoleYield 99.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Add methylamine (3.0 mL, 6 mmol, 2M in tetrahydrofuran) to a solution 1-isobutyl-2-amino-6-formylbenzimidazole (475 mg, 2.19 mmol) in dimethylformamide (5 mL). Stir at room temperature for 18 hours. Concentrate under reduced pressure to provide the title compound (503 mg).

Workup

  1. concentrationConcentrate under reduced pressure

Sources & evidence

ORD record
ord-4e13cb2630424527b0ce4bde33ce3931
Source dataset
uspto-grants-2011_01
Patent number
US07863310B2

Reaction notes

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