ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sodium Bicarbonate → 6-fluoro-1-methyl-4-[2-[4-(thieno[3,2-c]pyridine-4-yl)-1-piperazinyl]ethyl]-2(1H)-quinolone hydrochloride

HRID 619117
ノート
印刷プレビュー

反応式

HRID 619117 の反応式
[Cl:1][CH2:2][CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([F:14])[CH:12]=2)[N:7]([CH3:15])[C:6](=[O:16])[CH:5]=1.[N:17]1([C:23]2[C:28]3[CH:29]=[CH:30][S:31][C:27]=3[CH:26]=[CH:25][N:24]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C(=O)([O-])O.[Na+]>C(#N)C>[ClH:1].[F:14][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:15])[C:6](=[O:16])[CH:5]=[C:4]2[CH2:3][CH2:2][N:20]1[CH2:21][CH2:22][N:17]([C:23]2[C:28]3[CH:29]=[CH:30][S:31][C:27]=3[CH:26]=[CH:25][N:24]=2)[CH2:18][CH2:19]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 109660274-(Piperazin-1-yl)thieno[3,2-c]pyridineHCID 218460434-(2-chloroethyl)-6-fluoro-1-methyl-2(1H)-quinolone

生成物 1

HCID 218460396-fluoro-1-methyl-4-[2-[4-(thieno[3,2-c]pyridine-4-yl)-1-piperazinyl]ethyl]-2(1H)-quinolone hydrochloride収率 27%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒

反応条件

温度
57.5 °C

実験手順

1.4 g (5.8 mmol) of 4-(2-chloroethyl)-6-fluoro-1-methyl-2(1H)-quinolone are added to a mixture of 1.3 g (5.9 mmol) of 4-(1-piperazinyl)thieno[3,2-c]pyridine and 0.50 g (5.95 mmol) of sodium hydrogen carbonate in 20 ml of acetonitrile, and the reaction medium is heated to 55-60° C. for 18 hours. The solvent is evaporated off and the residue is taken up in 100 ml of dichloromethane. It is washed with saturated aqueous sodium bicarbonate solution and then with water. The organic phase is dried over sodium sulphate and filtered and the filtrate is condensed. The crude product is purified by flash chromatography on silica, eluting with a methanol/dichloromethane (5:95) mixture containing traces of aqueous ammonia. 0.70 g of the expected product is obtained in base form.

後処理

  1. customThe solvent is evaporated off
  2. washIt is washed with saturated aqueous sodium bicarbonate solution
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. filtrationfiltered
  5. customcondensed
  6. customThe crude product is purified by flash chromatography on silica
  7. washeluting with a methanol/dichloromethane (5:95) mixture
  8. additioncontaining traces of aqueous ammonia

出典と根拠

ORDレコード
ord-0176029c30724412b685e2b0d7b42484
出典データセット
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05958924

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート