Diisopropylethylamine → 1-(3-Methanesulfonyl-benzoyl)-piperidin-4-one

HRID 1060818노트

반응식

HRID 1060818 반응식
C1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[CH3:25][S:26]([C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32]([OH:34])=O)(=[O:28])=[O:27].Cl.[NH:39]1[CH2:44][CH2:43][C:42](=[O:45])[CH2:41][CH2:40]1.CCN(C(C)C)C(C)C>ClCCl>[CH3:25][S:26]([C:29]1[CH:30]=[C:31]([CH:35]=[CH:36][CH:37]=1)[C:32]([N:39]1[CH2:44][CH2:43][C:42](=[O:45])[CH2:41][CH2:40]1)=[O:34])(=[O:27])=[O:28]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2203803-Methanesulfonylbenzoic acidHCID 2733179PyBroPHCID 30848514-Piperidone hydrochloride

생성물 1

HCID 223974901-(3-Methanesulfonyl-benzoyl)-piperidin-4-one수율 93%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

PyBrOP™ (17.3 g) was added to a stirred mixture of 3-methanesulphonyl benzoic acid (7.35 g), 4-piperidone hydrochloride (5 g) and Hunig's base (25 ml) in dichloromethane (250 ml) with stirring at RT. The mixture was stirred overnight then washed with saturated NaHCO3 solution (200 ml) and then with saturated brine (200 ml). The organic layer was evaporated and the resulting residue purified by column chromatography (silica, 1:1 ethyl acetate: dichloromethane) to give the product as a thick oil (9.6 g; MS: APCI+(M+H) 282).

후처리

  1. stirringThe mixture was stirred overnight
  2. washthen washed with saturated NaHCO3 solution (200 ml)
  3. customThe organic layer was evaporated
  4. customthe resulting residue purified by column chromatography (silica, 1:1 ethyl acetate: dichloromethane)

출처 및 근거

ORD 기록
ord-8137ea8df40446309bdcc85617ebbd69
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06525070B2

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