Diisopropylethylamine → [2-(2,6-Dimethyl-4-prop-1-ynyl-phenyl)-3-oxo-4-(2-pyridylmethyl)cyclopenten-1-yl]isopropylsulfanylformate

HRID 514218노트

반응식

HRID 514218 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]#[C:9][CH3:10])[CH:5]=[C:4]([CH3:11])[C:3]=1[CH:12]1[C:16](=[O:17])[CH:15]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH2:14][C:13]1=[O:25].C(N(C(C)C)C(C)C)C.Cl[C:36]([S:38][CH:39]([CH3:41])[CH3:40])=[O:37]>ClCCl>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]#[C:9][CH3:10])[CH:5]=[C:4]([CH3:11])[C:3]=1[C:12]1[C:16](=[O:17])[CH:15]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH2:14][C:13]=1[O:25][C:36]([S:38][CH:39]([CH3:41])[CH3:40])=[O:37]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 13279441S-Isopropyl chlorothioformateHCID 896008972-(2,6-Dimethyl-4-prop-1-ynyl-phenyl)-4-(2-pyridylmethyl)cyclopentane-1,3-dione

생성물 1

HCID 89601279[2-(2,6-Dimethyl-4-prop-1-ynyl-phenyl)-3-oxo-4-(2-pyridylmethyl)cyclopenten-1-yl]isopropylsulfanylformate수율 18%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of the 2-(2,6-dimethyl-4-prop-1-ynyl-phenyl)-4-(2-pyridylmethyl)cyclopentane-1,3-dione (0.100 g, 0.302 mmol) in dichloromethane (3.02 mL) was added N-ethyl-N-isopropyl-propan-2-amine (1.51 mmol, 0.265 mL). The reaction was then cooled in the freezer for 30 minutes before addition of S-isopropyl chlorothioformate (0.075 ml, 0.603 mmol), and then the reaction mixture was stirred overnight at room temperature. The reaction was then washed with water, dried and reduced in vacuo. The crude product was then purified by column chromatography, eluting with acetonitrile and dichloromethane, to give the desired product (23 mg, 18%). The product was characterised by HPLC, as follows.

후처리

  1. washThe reaction was then washed with water
  2. customdried
  3. customThe crude product was then purified by column chromatography
  4. washeluting with acetonitrile and dichloromethane

출처 및 근거

ORD 기록
ord-869a7fe3fa5d4900ac448906fc249847
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09107415B2

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