4,7-Dichloroquinoline → 7-Chloro-N-[(1-hydroxycyclohexyl)methyl]-4-quinolinamine

HRID 1252396

반응식

HRID 1252396 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.Cl.[NH2:14][CH2:15][C:16]1([OH:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.C(N(CC)CC)C>C(OCCO)C>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:14][CH2:15][C:16]3([OH:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[CH:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 68664,7-DichloroquinolineHCID 8471TriethylamineHCID 3084332Cyclohexanol, 1-(aminomethyl)-, hydrochloride (1:1)

생성물 1

HCID 142092337-Chloro-N-[(1-hydroxycyclohexyl)methyl]-4-quinolinamine수율 54.5%

시약·촉매·용매 1

HCID 8076Glycol monoethyl ether용매

실험 절차

A solution of 20 g of 4,7-dichloroquinoline, 20 g of 1-aminomethyl-1-cyclohexanol hydrochloride and 3 equivalents of triethylamine in 80 ml of 2-ethoxyethanol was stirred at reflux until the reaction was complete. The reaction was complete after 16 hours, and upon dilution of the reaction mixture with water (300 ml), a solid precipitated out which was isolated by filtration. Recrystallization from ethanol gave 16 g of crystalline solid with a melting point of 205°-207° C.

후처리

  1. temperatureat reflux until the reaction
  2. customupon dilution of the reaction mixture with water (300 ml), a solid precipitated out which
  3. customwas isolated by filtration
  4. customRecrystallization from ethanol

출처 및 근거

ORD 기록
ord-cafc0f972afe4f77b65223a628870c2b
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04743601

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