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

HRID 1190903노트

반응식

HRID 1190903 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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]+.

후처리

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

출처 및 근거

ORD 기록
ord-3fc70af493b84577a0e8a8f430104655
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680095B2

반응 노트

불러오는 중…