Methanol → HCID 19865874, compound

HRID 1199823Notes

Reaction equation

HRID 1199823 reaction equation
BrCC([C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:15][CH3:16])=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)=O.[O:17]=[C:18]1[N:22]([CH:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[C:21]2[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=2[NH:19]1.[C:33]([O-:36])(O)=O.[Na+].[BH4-].[Na+].[CH3:40]O>O>[O:17]=[C:18]1[N:22]([CH:23]2[CH2:24][CH2:25][N:26]([CH2:40][CH:33]([C:6]3[CH:7]=[CH:8][C:9]4[C:14](=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=4)[CH:5]=3)[OH:36])[CH2:27][CH2:28]2)[C:21]2[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=2[NH:19]1

Participants

7

Reactant 5

HCID 887MethanolHCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 19865891HCID 19865891, compound

Product 1

HCID 19865874HCID 19865874, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5.7 g of 2-bromoacetyl-6-methoxynaphthalene (20 mmole), 3.95 g of 4-(2-oxo-1-benzimidazolinyl)-piperidine (18 mmole); b 1.7 g of NaHCO3 (20 mmole) and 60 ml of methanol is refluxed with stirring for 5 hours, then 1.4 g of NaBH4 (37 mmole) dissolved in 7 ml of alkaline water is dropped while maintaining the reaction mixture at the boiling temperature.

Workup

  1. additionis dropped
  2. temperaturewhile maintaining the reaction mixture at the boiling temperature

Sources & evidence

ORD record
ord-dba7c62ec0b14568b90e5ec89e522d21
Source dataset
uspto-grants-1990_02
Patent number
US04902799

Reaction notes

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