Potassium Iodide → 6-Desfluoro-6-hydroxy Risperidone

HRID 1472629ノート

反応式

HRID 1472629 の反応式
Cl[CH2:2][CH2:3][C:4]1[C:9](=[O:10])[N:8]2[CH2:11][CH2:12][CH2:13][CH2:14][C:7]2=[N:6][C:5]=1[CH3:15].[NH:16]1[CH2:21][CH2:20][CH:19]([C:22]2[C:26]3[CH:27]=[CH:28][C:29]([OH:31])=[CH:30][C:25]=3[O:24][N:23]=2)[CH2:18][CH2:17]1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>CN(C=O)C.O>[OH:31][C:29]1[CH:28]=[CH:27][C:26]2[C:22]([CH:19]3[CH2:18][CH2:17][N:16]([CH2:2][CH2:3][C:4]4[C:9](=[O:10])[N:8]5[CH2:11][CH2:12][CH2:13][CH2:14][C:7]5=[N:6][C:5]=4[CH3:15])[CH2:21][CH2:20]3)=[N:23][O:24][C:25]=2[CH:30]=1

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 27630793-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4hpyrido(1,2-a)pyrimidin-4-oneHCID 1363771963-(Piperidin-4-yl)benzo[d]isoxazol-6-ol

生成物 1

HCID 1356880556-Desfluoro-6-hydroxy Risperidone

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 3-(2-chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (14.4 g, 0.05 mmol), 3-(piperidin-4-yl)benzo[d]isoxazol-6-ol (14.0 g, 0.05 mmol), sodium carbonate (16.0 g, 0.15 mmol) and potassium iodide (spatula point) in DMF (150 mL) was stirred for 5 h at 80° C. The mixture was allowed to cool down to room temperature and water was added. The precipitate was removed by filtration, and the filtrate was extracted with chloroform (3×100 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue was crystallized with isopropyl alcohol (70 mL), filtered, and washed with isopropanol/diisopropyl ether 50/50 mixture (10 mL). The residue was dried overnight at 100° C. yielding the title compound and was used without further purification in the next step.

後処理

  1. customThe precipitate was removed by filtration
  2. extractionthe filtrate was extracted with chloroform (3×100 mL)
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was crystallized with isopropyl alcohol (70 mL)
  7. filtrationfiltered
  8. washwashed with isopropanol/diisopropyl ether 50/50 mixture (10 mL)
  9. customThe residue was dried overnight at 100° C.

出典と根拠

ORDレコード
ord-4f1f5091b13c40da93700751d3bce719
出典データセット
uspto-grants-2015_04
特許番号
US09012648B2

反応ノート

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