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

HRID 514218ノート

反応式

HRID 514218 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-869a7fe3fa5d4900ac448906fc249847
出典データセット
uspto-grants-2015_08
特許番号
US09107415B2

反応ノート

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