2-Pyridin-2-yl-3-quinolin-4-yl-pyrazolo[5,1-c]morpholin-4-one → 2-(2-Hydroxyethyl)-3-hydroxymethyl-5-pyridin-2-yl-4-quinolin-4-yl-pyrazole

HRID 8239

反応式

HRID 8239 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:16]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]=[CH:19][CH:18]=2)=[C:10]2[C:11](=[O:15])[O:12][CH2:13][CH2:14][N:9]2[N:8]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[OH:12][CH2:13][CH2:14][N:9]1[C:10]([CH2:11][OH:15])=[C:16]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]=[CH:19][CH:18]=2)[C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[N:8]1

参加物

4

反応物 2

HCID 99241292-Pyridin-2-yl-3-quinolin-4-yl-pyrazolo[5,1-c]morpholin-4-oneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 219926122-(2-Hydroxyethyl)-3-hydroxymethyl-5-pyridin-2-yl-4-quinolin-4-yl-pyrazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-pyridin-2-yl-3-quinolin-4-yl-pyrazolo[5,1-c]morpholin-4-one (0.50 g, 1.46 mmol) in tetrahydrofuran (20 mL) is added LiAlH4 (0.50 g, 13.1 mmol) at room temperature. The mixture is stirred for 2 h quenched with 1 N sodium hydroxide solution, and partitioned between dichloromethane and water. The organic portion is dried (sodium sulfate), filtered, and concentrated in vacuo. The residue is chromatographed on SiO2 (10% methanol/dichloromethane) to yield the title compound, 0.35 g (70%), as an off-white solid.

後処理

  1. customquenched with 1 N sodium hydroxide solution
  2. custompartitioned between dichloromethane and water
  3. dry with materialThe organic portion is dried (sodium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue is chromatographed on SiO2 (10% methanol/dichloromethane)

出典と根拠

ORDレコード
ord-53a452ae6cce4174b0f114354aea1e18
出典データセット
uspto-grants-2006_08
特許番号
US07087626B2

関連ノート

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