3,6-Dichloro-4-methylpyridazine → (6-Chloro-5-methyl-pyridazin-3-yl)-(2,4-dimethoxy-benzyl)-amine

HRID 870695

반응식

HRID 870695 반응식
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][C:7]=1[CH3:8].[CH3:10][O:11][C:12]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:13]=1[CH2:14][NH2:15]>CC(O)C>[Cl:1][C:2]1[N:3]=[N:4][C:5]([NH:15][CH2:14][C:13]2[CH:16]=[CH:17][C:18]([O:20][CH3:21])=[CH:19][C:12]=2[O:11][CH3:10])=[CH:6][C:7]=1[CH3:8]

참가 물질

4

반응물 2

HCID 879233,6-Dichloro-4-methylpyridazineHCID 5972502,4-Dimethoxybenzylamine

생성물 1

HCID 86696398(6-Chloro-5-methyl-pyridazin-3-yl)-(2,4-dimethoxy-benzyl)-amine수율 28%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
100 °C

실험 절차

A mixture of 3,6-dichloro-4-methylpyridazine (1.35 g, 8.28 mmol) and 2,4-dimethoxybenzylamine (11.1 g, 66.3 mmol) in i-PrOH (5 ml) was heated in a microwave at 100° C. for 50 min. (30+20 min.). The mixture was concentrated and the residue was subjected to ISCO (120 g column, hexane 5 min., 0-55% EtOAc in hexane over 90 min. to give (6-chloro-5-methyl-pyridazin-3-yl)-(2,4-dimethoxy-benzyl)-amine (680 mg) plus the 6-methyl analog (320 mg).

후처리

  1. concentrationThe mixture was concentrated
  2. custom120 g column, hexane 5 min., 0-55% EtOAc in hexane
  3. customover 90 min.

출처 및 근거

ORD 기록
ord-3b5c47ff103249a2ba6ebcf424168253
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969565B2

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