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3,6-Dichloropyridazine → HCID 44190436, 화합물

HRID 1027302
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HRID 1027302 반응식
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][CH:7]=1.CCN(C(C)C)C(C)C.[CH2:18]1[C@@H:22]2[CH2:23][NH:24][CH2:25][C@@H:21]2[CH2:20][N:19]1[C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27]>C(O)CCC.C(Cl)Cl.O>[Cl:1][C:2]1[N:3]=[N:4][C:5]([N:24]2[CH2:23][C@@H:22]3[CH2:18][N:19]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:20][C@@H:21]3[CH2:25]2)=[CH:6][CH:7]=1
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참가 물질

7

반응물 3

HCID 673313,6-DichloropyridazineHCID 81531DiisopropylethylamineHCID 1514452Cis-2-boc-hexahydropyrrolo[3,4-C]pyrrole

생성물 1

HCID 44190436HCID 44190436, 화합물수율 70.3%

시약·촉매·용매 3

HCID 2631-Butanol용매HCID 962Water용매
HCID 6344
Dichloromethane
용매

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온도
120 °C

실험 절차

To a solution of 3,6-dichloropyridazine (462 mg, 3.10 mmol) in n-butanol (8 mL) was added DIPEA (1.354 ml, 7.75 mmol) and (3aR,6aS)-tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (658 mg, 3.1 mmol). The reaction mixture was heated at 120° C. for 2 hour, and then diluted with DCM and water. The organic layer was separated and concentrated to a brownish oil, which was purified by silica gel chromatography (0-25% EtOAc/DCM) to afford (3aR,6aS)-tert-butyl 5-(6-chloropyridazin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (730 mg, 2.180 mmol, 70% yield), MS (M+1)=325.2.

후처리

  1. customThe organic layer was separated
  2. concentrationconcentrated to a brownish oil, which
  3. customwas purified by silica gel chromatography (0-25% EtOAc/DCM)

출처 및 근거

ORD 기록
ord-940abd539faf42b2a2fd8884419adffe
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08729263B2

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