Sodium Hydroxide → (5-Chloro-2,3-dihydroindol-1-yl)-(6-chloropyrimidin-4-yl)-methanone

HRID 74511

반응식

HRID 74511 반응식
[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

참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 1175965-ChloroindolineHCID 516892Sodium BicarbonateHCID 184220986-Chloropyrimidine-4-carbonyl chloride

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2389ea89d2da4366bcf08416cf049dff
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829006B2

연결된 노트

불러오는 중…