Hydrochloric Acid → 3-[(7-Chloroquinolin-4-yl)amino]-5-{[2-(piperidin-1-yl)ethyl]amino}benzonitrile

HRID 1190903ノート

反応式

HRID 1190903 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([NH:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[CH:9]=1)[C:5]#[N:6].Cl[C:20]1[C:29]2[C:24](=[CH:25][C:26]([Cl:30])=[CH:27][CH:28]=2)[N:23]=[CH:22][CH:21]=1.Cl>C(O)C>[Cl:30][C:26]1[CH:25]=[C:24]2[C:29]([C:20]([NH:1][C:2]3[CH:3]=[C:4]([CH:7]=[C:8]([NH:10][CH2:11][CH2:12][N:13]4[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]4)[CH:9]=3)[C:5]#[N:6])=[CH:21][CH:22]=[N:23]2)=[CH:28][CH:27]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 68664,7-DichloroquinolineHCID 672465403-Amino-5-{[2-(piperidin-1-yl)ethyl]amino}benzonitrile

生成物 1

HCID 672469973-[(7-Chloroquinolin-4-yl)amino]-5-{[2-(piperidin-1-yl)ethyl]amino}benzonitrile収率 15.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3-amino-5-{[2-(piperidin-1-yl)ethyl]amino}benzonitrile (200 mg, 0.82 mmol) and 4,7-dichloroquinoline (162 mg, 1 eq) were refluxed in 15 mL of ethanol and 0.82 mL of HCl 1M for 24 h. The reaction mixture was then evaporated and the residue and was purified by preparative thin-layer chromatography (DCM/MeOH/NH4OH//95/5/1) to yield expected compound as a yellow powder (51 mg, 15% yield). m/z (ESI) 406.3 [M+H]+.

後処理

  1. customThe reaction mixture was then evaporated
  2. customthe residue and was purified by preparative thin-layer chromatography (DCM/MeOH/NH4OH//95/5/1)

出典と根拠

ORDレコード
ord-3fc70af493b84577a0e8a8f430104655
出典データセット
uspto-grants-2014_03
特許番号
US08680095B2

反応ノート

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