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

Citric Acid → tert-butyl 4-(6-bromo-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate

HRID 1476617
ノート
印刷プレビュー

反応式

HRID 1476617 の反応式
[Br:1][C:2]1[S:6][C:5]([C:7]([O:9]C)=O)=[C:4]([NH:11][C:12]([NH:14][CH:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]2)=[O:13])[CH:3]=1.C[O-].[Na+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CO>[Br:1][C:2]1[S:6][C:5]2[C:7](=[O:9])[N:14]([CH:15]3[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]3)[C:12](=[O:13])[NH:11][C:4]=2[CH:3]=1
参加物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 311Citric AcidHCID 10942334Sodium MethoxideHCID 67258128Tert-butyl 4-(3-(5-bromo-2-(methoxycarbonyl)thiophen-3-yl)ureido)piperidine-1-carboxylate

生成物 1

HCID 67258027tert-butyl 4-(6-bromo-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of tert-butyl 4-({[5-bromo-2-(methoxycarbonyl)thiophen-3-yl]carbamoyl}amino)piperidine-1-carboxylate (37.6 g; compound B54a) in dry MeOH (205 ml) under argon atmosphere is added sodium methoxide (6.16 g) at RT. The reaction mixture is refluxed for 3 h, allowed to cool to RT and then poured into a solution of citric acid (21.9 g) in ice cold water (961 ml). The precipitated solid is filtered off, washed with ice cold water and dried in vacuo. The residue is taken up in MeOH (205 ml) and the resulting suspension is refluxed for 1 h. After cooling to RT all solids are filtered off, washed with MeOH and dried in vacuo to afford the title compound as a solid.

後処理

  1. temperatureThe reaction mixture is refluxed for 3 h
  2. filtrationThe precipitated solid is filtered off
  3. washwashed with ice cold water
  4. customdried in vacuo
  5. temperaturethe resulting suspension is refluxed for 1 h
  6. temperatureAfter cooling to RT all solids
  7. filtrationare filtered off
  8. washwashed with MeOH
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-d3dcc09828494d2f8228a316d46432ed
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09018175B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート