Potassium Hydroxide → Risperidone

HRID 969738Notes

Reaction equation

HRID 969738 reaction equation
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9](=[N:30][OH:31])[CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]2[C:23](=[O:24])[N:22]3[CH2:25][CH2:26][CH2:27][CH2:28][C:21]3=[N:20][C:19]=2[CH3:29])[CH2:12][CH2:11]1.[OH-].[K+]>O>[F:8][C:6]1[CH:5]=[CH:4][C:3]2[C:9]([CH:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]4[C:23](=[O:24])[N:22]5[CH2:25][CH2:26][CH2:27][CH2:28][C:21]5=[N:20][C:19]=4[CH3:29])[CH2:12][CH2:11]3)=[N:30][O:31][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 71433889Risperidal iMpurity B

Product 1

HCID 5073RisperidoneYield 74.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1 g (0.0023 mole) of 3-[2-[4-[(2,4-difluorophenyl)-(hydroxyimino)-methyl]-1-piperidinyl]ethyl]-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one and 1 g of potassium hydroxide in 10 ml of water is heated to boiling for an hour. The reaction mixture is cooled to room temperature and extracted twice with 10 ml of dichloromethane each. The organic phase is evaporated. Thus 0.70 g of 3-{2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl}-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-a]pyrimid-in-4-one are obtained, yield 73.5%. According to HPLC analysis the purity of the product is 96.4%.

Workup

  1. waitto boiling for an hour
  2. extractionextracted twice with 10 ml of dichloromethane each
  3. customThe organic phase is evaporated

Sources & evidence

ORD record
ord-db9dd56ffd5543ad9519059b496683ad
Source dataset
uspto-grants-2007_12
Patent number
US07307168B2

Reaction notes

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