Cyclopropanecarboxylic acid → N-(1-cyclopropylcarbonylpiperidin-4-yl)-4-fluorobenzamide

HRID 49791

반응식

HRID 49791 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH2:3][CH2:2]1.[CH:17]1([C:20](O)=[O:21])[CH2:19][CH2:18]1.ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C>ClCCl>[CH:17]1([C:20]([N:1]2[CH2:2][CH2:3][CH:4]([NH:7][C:8](=[O:16])[C:9]3[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=3)[CH2:5][CH2:6]2)=[O:21])[CH2:19][CH2:18]1

참가 물질

6

반응물 4

HCID 15655Cyclopropanecarboxylic acidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 47782264-fluoro-N-(piperidin-4-yl)benzamide

생성물 1

HCID 9926015N-(1-cyclopropylcarbonylpiperidin-4-yl)-4-fluorobenzamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a suspension of N-(piperidin-4-yl)-4-fluorobenzamide (556 mg) in dichloromethane (6 ml) were added cyclopropanecarboxylic acid (0.20 ml), 1-hydroxybenzotriazole (338 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (480 mg) at ambient temperature. After stirring for 21 hours, the mixture was diluted with dichloromethane, and washed with water, saturated aqueous sodium hydrogen carbonate, and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. After crystallization from diisopropyl ether, N-(1-cyclopropylcarbonylpiperidin-4-yl)-4-fluorobenzamide (627 mg) was obtained.

후처리

  1. washwashed with water, saturated aqueous sodium hydrogen carbonate, and brine
  2. dry with materialAfter drying with magnesium sulfate
  3. customthe solvents were removed under reduced pressure
  4. customAfter crystallization from diisopropyl ether

출처 및 근거

ORD 기록
ord-172de2d3a4fd4dff8daa387af3ff6796
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710043B1

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