Potassium Carbonate → 4-(6-fluoro-1-methyl-1H-indazol-3-yl)-1-(3-hydroxypropyl)piperidine

HRID 2260638

反応式

HRID 2260638 の反応式
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[N:7][N:8]2[CH3:11])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:25][CH2:26][CH2:27][OH:28]>CC(C)=O>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:25][CH2:26][CH2:27][OH:28])[CH2:14][CH2:13]3)=[N:7][N:8]2[CH3:11])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 140326086-Fluoro-1-methyl-3-(piperidin-4-yl)-1H-indazole

生成物 1

HCID 189987994-(6-fluoro-1-methyl-1H-indazol-3-yl)-1-(3-hydroxypropyl)piperidine収率 36%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 4-(6-fluoro-1-methyl-1H-indazol-3-yl)piperidine (5.0 g; 0.02 mol), potassium carbonate (8.28 g; 0.06 mol), 3-bromopropanol (2.98 g; 0.02 mol) and acetone (100 ml) was stirred and refluxed for 20 h. The reaction mixture was filtered, concentrated in vacuo and purified by chromatography on silica gel 60 with ethyl acetate:methanol (8:2, v/v) as eluent. Concentration of the appropriate fractions afforded 2.1 g (34%) of 4-(6-fluoro-1-methyl-1H-indazol-3-yl)-1-(3-hydroxypropyl)piperidine.

後処理

  1. temperaturerefluxed for 20 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated in vacuo
  4. custompurified by chromatography on silica gel 60 with ethyl acetate:methanol (8:2

出典と根拠

ORDレコード
ord-6e51e86428c74d6698dd3a17c42a38e1
出典データセット
uspto-grants-1995_12
特許番号
US05478845

関連ノート

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