Sodium methylsulfide → HCID 67973766、化合物

HRID 1184701ノート

反応式

HRID 1184701 の反応式
[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH:13]2[CH2:17][C:16]3[CH:18]=[C:19]([C:22]4[C:23]([CH3:29])=[N:24][C:25](Cl)=[CH:26][CH:27]=4)[CH:20]=[CH:21][C:15]=3[O:14]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[CH3:30][S:31]C.[Na]>C(OCC)(=O)C>[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH:13]2[CH2:17][C:16]3[CH:18]=[C:19]([C:22]4[C:23]([CH3:29])=[N:24][C:25]([S:31][CH3:30])=[CH:26][CH:27]=4)[CH:20]=[CH:21][C:15]=3[O:14]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 86593196Sodium methylsulfide2 回HCID 866748904-[5-(6-Chloro-2-methyl-pyridin-3-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid isopropyl ester

生成物 1

HCID 67973766HCID 67973766、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A mixture of 4-[5-(6-chloro-2-methyl-pyridin-3-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid isopropyl ester (160 mg) and sodium methyl sulfide (84 mg) in N,N-dimtehylformamide (1.6 mL) is stirred for 4 h at 80° C. Three more portions of sodium methyl sulfide (28 mg each) are added over the course of two days while stirring the reaction mixture at 80° C. until completion of the reaction. The reaction mixture is diluted with ethyl acetate, washed with water and brine, and concentrated in vacuo. The crude product is used without further purification for the next reaction step. LC (method 6): tR=1.31 min; Mass spectrum (ESI+): m/z=427 [M+H]+.

後処理

  1. stirringwhile stirring the reaction mixture at 80° C.
  2. customuntil completion of the reaction
  3. washwashed with water and brine
  4. concentrationconcentrated in vacuo
  5. customThe crude product is used without further purification for the next reaction step

出典と根拠

ORDレコード
ord-658ca1faff9041d29d73a943db07bd97
出典データセット
uspto-grants-2014_03
特許番号
US08669271B2

反応ノート

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