Dimethylformamide → HCID 13002707、化合物

HRID 2286231ノート

反応式

HRID 2286231 の反応式
Br[CH2:2][CH2:3][CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:6]=1[CH3:14].[F:15][C:16]1[CH:29]=[CH:28][C:19]([C:20]([CH:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[O:21])=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+].CN(C)C=O>CCOCC.O>[F:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]([CH:22]2[CH2:27][CH2:26][N:25]([CH2:2][CH2:3][CH2:4][C:5]3[C:13]4[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=4)[NH:7][C:6]=3[CH3:14])[CH2:24][CH2:23]2)=[O:21])=[CH:28][CH:29]=1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 27244404-(4-Fluorobenzoyl)piperidineHCID 130027063-(3-Bromopropyl)-2-methyl-1H-indole

生成物 1

HCID 13002707HCID 13002707、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
50 °C

実験手順

A mixture of 3-(3-bromopropyl)-2-methylindole (13.8 g), 4-(4-fluorobenzoyl)piperidine (6.0 g), K2CO3 (4.0 g) and dimethylformamide (DMF) (100 ml) is stirred and heated at 50° C. under N2 for 16 hours. The mixture is poured into H2O, and the aqueous mixture extracted with benzene, the benzene extract is washed with H2O, dried (Na2SO4), and the solvent evaporated to leave an oil. The oil is taken up in ether and HCl (g) is bubbled into it to precipitate 10.6 g of a hydrochloride salt. The salt is converted to the free base (an oil). Upon trituration of the oil with ether 4.2 g of a solid is collected. The solid is recrystallized from EtOH-H2O (charcoal treatment), and then twice from isopropanol to yield 1.9 g (15%), m.p. 135°-137° of 3-{3-[4-(4-fluorobenzoyl)piperidyl]propyl} 2-methylindole.

後処理

  1. extractionthe aqueous mixture extracted with benzene
  2. extractionthe benzene extract
  3. washis washed with H2O
  4. dry with materialdried (Na2SO4)
  5. customthe solvent evaporated
  6. customto leave an oil
  7. customHCl (g) is bubbled into it
  8. customto precipitate 10.6 g of a hydrochloride salt
  9. customUpon trituration of the oil with ether 4.2 g of a solid is collected
  10. customThe solid is recrystallized from EtOH-H2O (charcoal treatment)

出典と根拠

ORDレコード
ord-ad5c930285a8432bb4a8ebaa0d70d75b
出典データセット
uspto-grants-1982_04
特許番号
US04327103

反応ノート

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