HCID 178483014, compound → HCID 178483013, compound

HRID 1601070Notes

Reaction equation

HRID 1601070 reaction equation
C(O[C:9]([N:11]([CH2:13][C:14]1[NH:15][C:16]2[N:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1)C)=O)C1C=CC=CC=1>CO.[Pd]>[CH3:9][NH:11][CH2:13][C:14]1[NH:15][C:16]2[N:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1

Participants

4

Reactant 1

HCID 178483014HCID 178483014, compound

Product 1

HCID 178483013HCID 178483013, compoundYield 112.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-[[N-(Benzyloxycarbonyl)-N-methylamino]methyl]4-azabenzimidazole (385.5 mg, 1.30 mmol) was dissolved in MeOH, and 10% Pd/C was added. The mixture was stirred at RT under H2 (balloon pressure) for 4 h, then the catalyst was removed by filtration through a bed of Celite®. The clear, colorless filtrate was evaporated under vacuum to afford the title compound (237.0 mg, 100%): 1H NMR (250 MHz, CDCl3 /CD3OD) δ 2.48 (s, 3H), 4.06 (s, 2H), 5.38 (br s, 1H), 7.15-8.35 (m, 4H).

Workup

  1. customthe catalyst was removed by filtration through a bed of Celite®
  2. customThe clear, colorless filtrate was evaporated under vacuum

Sources & evidence

ORD record
ord-28dde04bf87f4270b290c6cd6a48b099
Source dataset
uspto-grants-1999_11
Patent number
US05977101

Reaction notes

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