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Benzoyl chloride → 1-(3,3-Dimethylpiperazin-1-yl)-4-phenylphthalazine

HRID 1689946
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HRID 1689946 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([N:12]2[CH2:17][CH2:16][NH:15][C:14]([CH3:19])([CH3:18])[CH2:13]2)=[N:4][N:3]=1.C(N(CC)CC)C.C(Cl)(=O)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>ClCCl.C(OCC)(=O)C>[CH3:18][C:14]1([CH3:19])[NH:15][CH2:16][CH2:17][N:12]([C:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[N:3][N:4]=2)[CH2:13]1
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참가 물질

6

반응물 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 575814821-Chloro-4-(3,3-dimethylpiperazin-1-yl)phthalazine

생성물 1

HCID 669047751-(3,3-Dimethylpiperazin-1-yl)-4-phenylphthalazine

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 1-chloro-4-(3,3-dimethylpiperazin-1-yl)phthalazine (540 mg, 2 mmol) in 10 mL of dichloromethane was added triethylamine (0.56 mL, 4 mmol, 2 eq), followed by benzoyl chloride (0.26 mL, 2.2 mmol, 1.1 eq). The reaction was stirred at rt for 30 min and diluted with 100 mL of ethyl acetate. The organic layer was washed with 1×10 mL of sat. NaHCO3 solution and 1×10 mL of sat. NaCl solution. Purification by column chromatography (100:2 dichloromethane:methanol) afforded 1-(3,3-dimethylpiperazin-1-yl)-4-phenylphthalazine (BSL-7). 1H-NMR (400 Mhz) δ 1.65 (s, 6H), 3.46 (s, 2H), 3.63 (m, 4H), 7.34 (m, 3H), 7.42 (m, 3H), 7.42 (m, 3H), 7.83 (m, 2H), 8.03 (m, 1H), 8.17 (m, 1H).

후처리

  1. washThe organic layer was washed with 1×10 mL of sat. NaHCO3 solution and 1×10 mL of sat. NaCl solution
  2. customPurification by column chromatography (100:2 dichloromethane:methanol)

출처 및 근거

ORD 기록
ord-1c2e37f7cb244581bd4fb60cbaad75b4
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08153633B2

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