2-Chloro-6-(1-piperazinyl)pyrazine → 2-(3-Thienylmethoxy)-6-(1-Piperazinyl)Pyrazine

HRID 1296675

反応式

HRID 1296675 の反応式
[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][OH:7])=[CH:2]1.Cl[C:9]1[N:14]=[C:13]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH:12]=[N:11][CH:10]=1>>[S:1]1[CH:5]=[CH:4][C:3]([CH2:6][O:7][C:9]2[CH:10]=[N:11][CH:12]=[C:13]([N:15]3[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]3)[N:14]=2)=[CH:2]1

参加物

3

反応物 2

HCID 1079922-Chloro-6-(1-piperazinyl)pyrazineHCID 123570Thiophene-3-methanol

生成物 1

HCID 98786962-(3-Thienylmethoxy)-6-(1-Piperazinyl)Pyrazine収率 64.7%

反応条件

温度
105 °C

実験手順

The title compound was prepared according to the procedure of Example 20 starting from 3-thiophenemethanol (6.05 g, 53.0 mmol), K-t-BuO (0.897 g, 7.99 mmol) and 6-chloro-2-(1-piperazinyl)pyrazine (0.845 g, 4.25 mmol: obtained in Example 13, step 2). The reaction mixture was stirred at 105° C. for 7.5 h. Following chromatography on silica, solvents were evaporated off. The remaining oil was redissolved in ethyl acetetate and filtered through a short plug of alumina (5×3 cm) using ether/MeOH (96:4) as eluent. Solvent removal in vacuo gave 0.76 g (64%) of the title compound as a colorless oil. HRMS m/z for C13H16N4OS (M)+ calcd for 276.1045, found 276.1037. Anal. (C13H16N4OS.0.25 H2O) C, H, N.

後処理

  1. customThe title compound was prepared
  2. customwere evaporated off
  3. dissolutionThe remaining oil was redissolved in ethyl acetetate
  4. filtrationfiltered through a short plug of alumina (5×3 cm)
  5. customSolvent removal in vacuo

出典と根拠

ORDレコード
ord-b249145950ec465ea3bfa00bacdcc500
出典データセット
uspto-grants-2007_07
特許番号
US07247633B2

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