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

HRID 9485ノート

反応式

HRID 9485 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-81e1d7ec4fba449c82d78b037813b515
出典データセット
uspto-grants-2006_08
特許番号
US07091214B2

反応ノート

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