Sodium borohydride → HCID 21108270, compound

HRID 1766028Notes

Reaction equation

HRID 1766028 reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][N:13]([C:16](=[O:35])[CH2:17][CH2:18][C:19]([C:21]3[CH:34]=[CH:33][C:24]4[CH2:25][CH2:26][N:27]([CH:30]([CH3:32])[CH3:31])[CH2:28][CH2:29][C:23]=4[CH:22]=3)=[O:20])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][N:13]([C:16](=[O:35])[CH2:17][CH2:18][CH:19]([C:21]3[CH:34]=[CH:33][C:24]4[CH2:25][CH2:26][N:27]([CH:30]([CH3:32])[CH3:31])[CH2:28][CH2:29][C:23]=4[CH:22]=3)[OH:20])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 21108120HCID 21108120, compound

Product 1

HCID 21108270HCID 21108270, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (81 mg, 2.14 mmol) was added to a suspension of 4-[4-(4-chlorophenyl)-1-piperidinyl]-1-(3-isopropyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-4-oxo-1-butanone (0.50 g, 1.07 mmol) obtained in Example 30 in methanol (20 mL), and the mixture was stirred at room temperature for 30 minutes. The reaction solution was concentrated under reduced pressure, and the residues were partitioned into ethyl acetate and water. The ethyl acetate layer was washed with a saturated saline solution and dried over magnesium sulfate. The solvent was distilled away under reduced pressure, whereby the title compound was obtained as amorphous powder.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residues were partitioned into ethyl acetate and water
  3. washThe ethyl acetate layer was washed with a saturated saline solution
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled away under reduced pressure, whereby the title compound
  6. customwas obtained as amorphous powder

Sources & evidence

ORD record
ord-a1a1082c10524d44875c94e2673b568e
Source dataset
uspto-grants-2007_06
Patent number
US07229986B2

Reaction notes

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