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 Carbonate → Methyl [(3S)-5-(4-chlorophenyl)-7-(methyloxy)-2-thioxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]acetate

HRID 570164
ノート
印刷プレビュー

反応式

HRID 570164 の反応式
P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:2].C([O-])([O-])=O.[Na+].[Na+].[CH3:21][O:22][C:23](=[O:46])[CH2:24][C@@H:25]1[N:31]=[C:30]([C:32]2[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=2)[C:29]2[CH:39]=[C:40]([O:43][CH3:44])[CH:41]=[CH:42][C:28]=2[NH:27][C:26]1=O>ClCCCl>[CH3:21][O:22][C:23](=[O:46])[CH2:24][C@@H:25]1[N:31]=[C:30]([C:32]2[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=2)[C:29]2[CH:39]=[C:40]([O:43][CH3:44])[CH:41]=[CH:42][C:28]=2[NH:27][C:26]1=[S:2]
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 10340Sodium CarbonateHCID 14817Phosphorus sulfide (P2S5)HCID 53261361(S)-methyl 2-(5-(4-chlorophenyl)-7-methoxy-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)acetate

生成物 1

HCID 57465560Methyl [(3S)-5-(4-chlorophenyl)-7-(methyloxy)-2-thioxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]acetate

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane
溶媒

反応条件

温度
65 °C

実験手順

A suspension of P4S10 (85.8 g, 190 mmol) and Na2CO3 (20.5 g, 190 mmol) in 1,2-DCE (1.5 L) at RT was stirred for 1 h before methyl[(3S)-5-(4-chlorophenyl)-7-(methyloxy)-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]acetate (for a preparation see Intermediate 5) (40 g, 107 mmol) was added. The resulting mixture was stirred at 65° C. for 4 h before being cooled and filtered. The solid was washed with DCM and the filtrate washed with sat. NaHCO3. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The title compound was precipitated from a DCM/i-Pr2O mixture and filtered. The filtrate was then concentrated and purified by flash chromatography (DCM/MeOH: 98/2) to afford another batch of product. The title compound was obtained combining the two fractions (30.2 g, 73%) as a yellow powder. LC/MS: m/z 389 [M(35Cl)+H]+, Rt 3.29 min.

後処理

  1. additionwas added
  2. temperaturebefore being cooled
  3. filtrationfiltered
  4. washThe solid was washed with DCM
  5. washthe filtrate washed with sat. NaHCO3
  6. dry with materialThe organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe title compound was precipitated from a DCM/i-Pr2O mixture
  10. filtrationfiltered
  11. concentrationThe filtrate was then concentrated
  12. custompurified by flash chromatography (DCM/MeOH: 98/2)
  13. customto afford another batch of product

出典と根拠

ORDレコード
ord-4f3f923fdb354641981c26f97768e553
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09023842B2

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