Acetyl chloride → HCID 178513916、化合物

HRID 72847ノート

反応式

HRID 72847 の反応式
[F:1][C:2]1[CH:25]=[CH:24][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH:17]4[CH2:22][CH2:21][CH:20](N)[CH2:19][CH2:18]4)[CH2:11][CH2:10]3)=[N:7][O:8][C:4]=2[CH:3]=1.[CH2:26]([N:28](CC)CC)[CH3:27].C(Cl)(=[O:35])C.C(=O)(O)[O-].[Na+]>ClCCl>[F:1][C:2]1[CH:25]=[CH:24][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C@H:17]4[CH2:18][CH2:19][C@H:20]([CH2:27][C:26]([NH2:28])=[O:35])[CH2:21][CH2:22]4)[CH2:11][CH2:10]3)=[N:7][O:8][C:4]=2[CH:3]=1

参加物

6

反応物 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 252062094-{2-[4-(6-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine

生成物 1

HCID 178513916HCID 178513916、化合物収率 65%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-{2-[4-(6-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine (0.03 g, 0.087 mmol) is suspended in dichloromethane (0.600 mL) and triethylamine is added (0.013 mL, 0.096 mmol) followed by acetylchloride (0.008 mL, 0.104 mmol) and the mixture was stirred for 30 minutes at room temperature until TLC indicated the end of the reaction. Sodium bicarbonate solution was added until pH 9 and the reaction extracted 3 times with dichloromethane. The organic phase was dried and purified with column chromatography on silica gel using CH2Cl2—CH2Cl2/MeOH (1-9:1). The product fractions were concentrated to give 0.022 g (0.056 mmol, 65% yield) of a white solid. MS (m/e): 388.5 (M+H+).

後処理

  1. customthe end of the reaction
  2. extractionthe reaction extracted 3 times with dichloromethane
  3. customThe organic phase was dried
  4. custompurified with column chromatography on silica gel
  5. concentrationThe product fractions were concentrated

出典と根拠

ORDレコード
ord-422d5652f87e425c853773d4821fa564
出典データセット
uspto-grants-2014_09
特許番号
US08829029B2

反応ノート

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