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Benzylamine → 3-Benzylamino-6-(3-cyclopentyloxy-4-methoxyphenyl)pyridazine

HRID 2399354
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반응식

HRID 2399354 반응식
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)[CH:9]=2)=[CH:6][CH:7]=1.[CH2:22]([NH2:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[CH2:22]([NH:29][C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)[CH:9]=2)=[CH:6][CH:7]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 7504BenzylamineHCID 193855003-Chloro-6-(3-cyclopentyloxy-4-methoxyphenyl)pyridazine

생성물 1

HCID 193854833-Benzylamino-6-(3-cyclopentyloxy-4-methoxyphenyl)pyridazine수율 92.4%

실험 절차

14 g (46 mmol) of 3-chloro-6-(3-cyclopentyloxy-4-methoxyphenyl)pyridazine are heated in 74 g (0.69 mol) of benzylamine at 200° C. for 3 hours. The mixture is subsequently poured onto ice and extracted with dichloromethane, and the organic phase is dried with potassium carbonate and then concentrated. Petroleum ether (b.p. 50°-70° C.) is added to the residue, and the resulting precipitate is filtered off with suction and crystallized from ethyl acetate/cyclohexane. 15.9 g (92.4%) of 3-benzylamino-6-(3-cyclopentyloxy-4-methoxyphenyl)pyridazine of m.p. 116° C. are obtained.

후처리

  1. additionThe mixture is subsequently poured onto ice
  • extractionextracted with dichloromethane
  • dry with materialthe organic phase is dried with potassium carbonate
  • concentrationconcentrated
  • additionPetroleum ether (b.p. 50°-70° C.) is added to the residue
  • filtrationthe resulting precipitate is filtered off with suction
  • customcrystallized from ethyl acetate/cyclohexane
  • 출처 및 근거

    ORD 기록
    ord-9d574a73ca0645858722c352ff47eb81
    출처 데이터셋
    uspto-grants-1995_09
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05449676

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