二甲基对苯二胺二盐酸 → (5-Chloro-2,3-dihydroindol-1-yl)-(6-chloropyrimidin-4-yl)-methanone

HRID 74511

反应方程式

HRID 74511 反应方程式
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8](Cl)=[O:9])[CH:3]=1.[Cl:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH2:16][CH2:15]2.[OH-].[Na+].C(=O)([O-])O.[Na+]>ClCCl>[Cl:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[N:17]([C:8]([C:4]1[CH:3]=[C:2]([Cl:1])[N:7]=[CH:6][N:5]=1)=[O:9])[CH2:16][CH2:15]2

参与物

6

反应物 4

HCID 14798二甲基对苯二胺二盐酸HCID 1175965-氯吲哚啉HCID 516892碳酸氢钠HCID 184220986-氯-嘧啶4-甲酰氯

产物 1

HCID 58117515(5-Chloro-2,3-dihydroindol-1-yl)-(6-chloropyrimidin-4-yl)-methanone

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

1.50 g (8.48 mmol) 6-chloropyrimidine-4-carboxylic acid chloride in 50 mL dichloromethane were cooled with a bath of ice/ethanol and combined with 1.20 g (7.81 mmol) 5-chloro-2,3-dihydro-1H-indole. 7.90 mL (7.90 mmol) of a 1M sodium hydroxide solution were added dropwise. The reaction mixture was stirred for 2 h while being cooled and for 1 h at RT. Then 50 mL of an aqueous saturated sodium hydrogen carbonate solution were added. After 10 min stirring the organic phase was separated off and extracted with water (1×30 mL) and with 1 M hydrochloric acid (1×50 mL). The organic phase was dried on magnesium sulphate, filtered and evaporated down i. vac.

后处理

  1. stirringAfter 10 min stirring the organic phase
  2. customwas separated off
  3. extractionextracted with water (1×30 mL) and with 1 M hydrochloric acid (1×50 mL)
  4. customThe organic phase was dried on magnesium sulphate
  5. filtrationfiltered
  6. customevaporated down i

来源与证据

ORD记录
ord-2389ea89d2da4366bcf08416cf049dff
来源数据集
uspto-grants-2014_09
专利号
US08829006B2

关联笔记

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