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Triethylamine → (R)-(3-methyl-4-(1-phenylpyrido[3,4-d]pyridazin-4-yl)piperazin-1-yl)(morpholino)methanone

HRID 1514376
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인쇄 미리보기

반응식

HRID 1514376 반응식
[CH3:1][C@@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][N:3]1[C:8]1[N:9]=[N:10][C:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:12]2[CH:17]=[CH:16][N:15]=[CH:14][C:13]=12.C(N(CC)CC)C.[N:31]1([C:37](Cl)=[O:38])[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1>C(Cl)Cl.CCOC(C)=O>[CH3:1][C@H:2]1[N:3]([C:8]2[N:9]=[N:10][C:11]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[C:12]3[CH:17]=[CH:16][N:15]=[CH:14][C:13]=23)[CH2:4][CH2:5][N:6]([C:37]([N:31]2[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)=[O:38])[CH2:7]1
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 848104-Morpholinecarbonyl chlorideHCID 57657605(R)-4-(2-methylpiperazin-1-yl)-1-phenylpyrido[3,4-d]pyridazine

생성물 1

HCID 25226949(R)-(3-methyl-4-(1-phenylpyrido[3,4-d]pyridazin-4-yl)piperazin-1-yl)(morpholino)methanone

시약·촉매·용매 2

HCID 6344Dichloromethane용매
HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of (R)-4-(2-methylpiperazin-1-yl)-1-phenylpyrido[3,4-d]pyridazine 16 (105 mg, 344 μmol) in 5 mL of CH2Cl2 was added triethylamine (96 μl, 688 μmol) followed by 4-morpholinylcarbonyl chloride (55 μl, 413 μmol). After 4 h, the reaction was diluted with 60 mL of EtOAc and washed with sat. NaHCO3 and brine. The organic layer was dried over MgSO4, filtered, and concentrated. Purification by column chromatography afforded (R)-(3-methyl-4-(1-phenylpyrido[3,4-d]pyridazin-4-yl)piperazin-1-yl)(morpholino)methanone 36. MS 418.2 (calc'd) 419.2 (M+H, found).

후처리

  1. washwashed with sat. NaHCO3 and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification by column chromatography

출처 및 근거

ORD 기록
ord-d4dbc1636e954ccc973f5dc318061c8f
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08222251B2

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