Sodium methylsulfide → HCID 67973766, 화합물

HRID 1184701노트

반응식

HRID 1184701 반응식
[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]

참가 물질

4

반응물 2

HCID 86593196Sodium methylsulfide2회HCID 866748904-[5-(6-Chloro-2-methyl-pyridin-3-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid isopropyl ester

생성물 1

HCID 67973766HCID 67973766, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-658ca1faff9041d29d73a943db07bd97
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669271B2

반응 노트

불러오는 중…