Piperidine → HCID 67398768, 화합물

HRID 70701노트

반응식

HRID 70701 반응식
Cl.C(N=C=N[CH2:7][CH2:8][CH2:9][N:10]([CH3:12])C)C.ON1C2C=CC=CC=2N=N1.[C:23]([C:27]1[CH:32]=[CH:31][C:30](/[C:33](/[C:38]2[CH:43]=[CH:42][C:41]([Cl:44])=[C:40]([O:45][CH3:46])[N:39]=2)=[CH:34]\[C:35](O)=[O:36])=[CH:29][CH:28]=1)([CH3:26])([CH3:25])[CH3:24].N1CCCCC1>CN(C)C=O.C(OCC)(=O)C>[C:23]([C:27]1[CH:28]=[CH:29][C:30](/[C:33](/[C:38]2[CH:43]=[CH:42][C:41]([Cl:44])=[C:40]([O:45][CH3:46])[N:39]=2)=[CH:34]\[C:35]([N:10]2[CH2:9][CH2:8][CH2:7][CH2:12]2)=[O:36])=[CH:31][CH:32]=1)([CH3:24])([CH3:25])[CH3:26]

참가 물질

7

반응물 4

HCID 8082PiperidineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 58452337(2E)-3-(4-tert-Butylphenyl)-3-(5-chloro-6-methoxypyridin-2-yl)prop-2-enoic acid

생성물 1

HCID 67398768HCID 67398768, 화합물수율 40%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (80 mg) and 1-hydroxybenzotriazole (61 mg) were added to a solution of (2E)-3-(4-tert-butylphenyl)-3-(5-chloro-6-methoxypyridin-2-yl)prop-2-enoic acid obtained in Reference Example 4-6 (137 mg) in N,N-dimethylformamide (2 mL), and the mixture was stirred for 15 minutes. Thereafter, piperidine (50 mg) was added and the mixture was stirred at room temperature for 15 hours. The reaction solution was diluted with ethyl acetate. This was sequentially washed with saturated aqueous sodium bicarbonate, water and brine and dried over sodium sulfate. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→1:1) to give (2E)-3-(4-tert-butylphenyl)-3-(5-chloro-6-methoxypyridin-2-yl)-1-(pyrrolidin-1-yl)prop-2-en-1-one as a colorless oil (63 mg, 40%).

후처리

  1. stirringthe mixture was stirred at room temperature for 15 hours
  2. washThis was sequentially washed with saturated aqueous sodium bicarbonate, water and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationAfter filtration
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→1:1)

출처 및 근거

ORD 기록
ord-cce20c9969e342e6875c56f49934b71b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822503B2

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