3-Aminopropionitrile → Ethyl 7-chloro-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

HRID 1696935노트

반응식

HRID 1696935 반응식
Cl[C:2]1[C:7]([C:8](/[C:10](=[CH:16]/[N:17]([CH3:19])C)/[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:20])[N:3]=1.[NH2:21][CH2:22][CH2:23]C#N>C(O)C.C(OCC)C>[Cl:20][C:4]1[N:3]=[C:2]2[C:7]([C:8](=[O:9])[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:16][N:17]2[CH2:19][CH2:23][C:22]#[N:21])=[CH:6][CH:5]=1

참가 물질

4

반응물 2

HCID 16473-AminopropionitrileHCID 15675736Ethyl (2Z)-2-((2,6-dichloropyridin-3-yl)carbonyl)-3-(dimethylamino)prop-2-enoate

생성물 1

HCID 87333475Ethyl 7-chloro-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

시약·촉매·용매 1

HCID 21585056Diethyl ether ethanol용매

반응 조건

온도
75 °C

실험 절차

A solution of EXAMPLE 81A (20 g) and 3-aminopropionitrile (4.9 mL) in 1:1 ethanol/diethyl ether (400 mL) was stirred for 15 minutes, diluted with hexanes (1 L), and filtered. The filtrant was dissolved in acetonitrile (400 mL), and the resulting solution was treated with potassium carbonate (17.4 g), heated at 75° C. for 18 hours then cooled, diluted with water (1.5 L), stirred for 1 hour, and filtered.

후처리

  1. filtrationfiltered
  2. dissolutionThe filtrant was dissolved in acetonitrile (400 mL)
  3. additionthe resulting solution was treated with potassium carbonate (17.4 g)
  4. temperaturethen cooled
  5. additiondiluted with water (1.5 L)
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-2d11fef41e544d75b34d55a10652b3f1
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163769B2

반응 노트

불러오는 중…