(R)-1-Pyridin-2-yl-ethylamine → 7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-3-nitro-N-((R)-1-(pyridin-2-yl)ethyl)quinolin-4-amine

HRID 1042986

反応式

Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:14]3[C:15]([CH3:20])=[N:16][O:17][C:18]=3[CH3:19])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:21]([O-:23])=[O:22].[N:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[C@H:30]([NH2:32])[CH3:31]>CC#N>[CH3:20][C:15]1[C:14]([C:8]2[CH:7]=[C:6]3[C:11]([C:2]([NH:32][C@@H:30]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][N:24]=4)[CH3:31])=[C:3]([N+:21]([O-:23])=[O:22])[CH:4]=[N:5]3)=[CH:10][C:9]=2[O:12][CH3:13])=[C:18]([CH3:19])[O:17][N:16]=1

参加物

反応条件

温度: 60 °C

実験手順

A mixture of 4-chloro-7-(3,5-dimethyl-4-isoxazolyl)-6-(methoxy)-3-nitroquinoline (for a preparation see Intermediate 18, 0.4 g, 1.2 mmol) and (1R)-1-(2-pyridinyl)ethanamine (2 eq, 0.293 g) in CH3CN (20 ml) was heated at 60° C. for 2 h. The mixture was extracted with DCM. The organic phase washed with saturated aqueous Sodium hydrogen carbonate and dried over Na2SO4. The solvent was evaporated under reduced pressure and the residue taken up in diethyl ether. The precipitate was filtered off and dried in vacuo to give 7-(3,5-dimethyl-4-isoxazolyl)-6-(methoxy)-3-nitro-N-[(1R)-1-(2-pyridinyl)ethyl]-4-quinolinamine (0.4 g) which was used without purification in the next step.

後処理

extractionThe mixture was extracted with DCM
washThe organic phase washed with saturated aqueous Sodium hydrogen carbonate
dry with materialdried over Na2SO4
customThe solvent was evaporated under reduced pressure
filtrationThe precipitate was filtered off
customdried in vacuo

出典と根拠

ORDレコード: ord-0804393e07cc4897b024c1a4e2f4f48b
出典データセット: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08557984B2

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

関連ノート