Sodium borohydride → HCID 22736932, compound

HRID 50855Notes

Reaction equation

HRID 50855 reaction equation
[BH4-].[Na+].[OH:3][C:4]1([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=2)[CH2:9][CH2:8][N:7]([CH2:10][C:11]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[NH:19][C:18](=[O:23])[CH2:17][CH2:16]3)=[O:12])[CH2:6][CH2:5]1>C(O)C>[OH:12][CH:11]([C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18](=[O:23])[CH2:17][CH2:16]2)[CH2:10][N:7]1[CH2:8][CH2:9][C:4]([OH:3])([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=2)[CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 227369406-{[4-Hydroxy-4-(3-methoxyphenyl)-1-piperidinyl]acetyl}-3,4-dihydroquinolin-2(1h)-one

Product 1

HCID 22736932HCID 22736932, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a stirred solution of sodium borohydride (1.15 g, 30.3 mmol) in ethanol (100 ml) was added suspension of 6-{[4-Hydroxy-4-(3-methoxyphenyl)-1-piperidinyl]acetyl}-3,4-dihydroquinolin-2(1H)-one (5.98 g, 15.2 mmol) in ethanol (40 ml) at 0° C. and the reaction mixture was stirred at room temperature overnight. The precipitate was filtered and added to methanol (20 ml). The precipitate was collected by filtration to afford the title compound (4.13 g, 69%) as a white solid.

Workup

  1. filtrationThe precipitate was filtered
  2. additionadded to methanol (20 ml)
  3. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-de7cfd67a4e444bfa6aef484216011e4
Source dataset
uspto-grants-2004_03
Patent number
US06713490B2

Reaction notes

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