Acetyl chloride → HCID 178513916, 화합물

HRID 72847노트

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HRID 72847 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 178513916HCID 178513916, 화합물수율 65%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-422d5652f87e425c853773d4821fa564
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829029B2

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