Ethanol → (S)-(7-bromo-3-nitroquinolin-4-yl)-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)amine

HRID 9485노트

반응식

HRID 9485 반응식
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](Cl)=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:16][C:17]1([CH3:24])[O:21][C@@H:20]([CH2:22][NH2:23])[CH2:19][O:18]1.C(O)C>ClCCl>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:23][CH2:22][C@H:20]3[CH2:19][O:18][C:17]([CH3:24])([CH3:16])[O:21]3)=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 27338841-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methanamineHCID 219843617-Bromo-4-chloro-3-nitroquinoline

생성물 1

HCID 68820129(S)-(7-bromo-3-nitroquinolin-4-yl)-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)amine수율 96.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

7-Bromo-4-chloro-3-nitroquinoline (11.00 g, 38.26 mmol) was reacted with (S)-2,2-dimethyl-[1,3]dioxolane-4-methanamine (5.81 g, 57.4 mmol) according to the method described in Part A of Examples 125–135. When the reaction was complete, it was concentrated under reduced pressure, and the residue was stirred with water (100 mL). The resulting solid was isolated by filtration, mixed twice with ethanol and concentrated under reduced pressure. The solid was then triturated with diethyl ether, isolated by filtration, and dissolved in dichloromethane. An insoluble impurity was removed by filtration, and the filtrate was concentrated under reduced pressure to provide 14.05 g of (S)-(7-bromo-3-nitroquinolin-4-yl)-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)amine as a yellow solid.

후처리

  1. concentrationit was concentrated under reduced pressure
  2. customThe resulting solid was isolated by filtration
  3. concentrationconcentrated under reduced pressure
  4. customThe solid was then triturated with diethyl ether
  5. customisolated by filtration
  6. customAn insoluble impurity was removed by filtration
  7. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-81e1d7ec4fba449c82d78b037813b515
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091214B2

반응 노트

불러오는 중…