Triethylamine → (2-Methyl-4-(4-phenylphthalazin-1-yl)piperazin-1-yl)(thiophen-2-yl)methanone

HRID 1689941ノート

反応式

HRID 1689941 の反応式
[CH3:1][CH:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:10][N:9]=2)[CH2:3]1.C(N(CC)CC)C.[S:31]1[CH:35]=[CH:34][CH:33]=[C:32]1[C:36](Cl)=[O:37]>ClCCl.C(OCC)(=O)C>[CH3:1][CH:2]1[CH2:3][N:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:10][N:9]=2)[CH2:5][CH2:6][N:7]1[C:36]([C:32]1[S:31][CH:35]=[CH:34][CH:33]=1)=[O:37]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 789282-Thiophenecarbonyl chlorideHCID 575814991-(3-Methylpiperazin-1-yl)-4-phenylphthalazine

生成物 1

HCID 25152617(2-Methyl-4-(4-phenylphthalazin-1-yl)piperazin-1-yl)(thiophen-2-yl)methanone

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 1-(3-methylpiperazin-1-yl)-4-phenylphthalazine BSL-2 (200 mg, 0.58 mmol) in 10 mL dichloromethane was added triethylamine (0.23 mL, 1.6 mmol, 3 eq) and thiophene-2-carbonyl chloride (0.095 mL, 0.88 mmol, 1.5 eq). After 2 h, the reaction was diluted with ethyl acetate and washed with sat. NaHCO3, water, and brine. The organic layer was dried over MgSO4, filtered, and concentrated. Purification by column chromatography afforded (2-methyl-4-(4-phenylphthalazin-1-yl)piperazin-1-yl)(thiophen-2-yl)methanone, 1. MS (M+H)+=415.1.

後処理

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

出典と根拠

ORDレコード
ord-20ec7b1da29048a69e91a5bf087dc141
出典データセット
uspto-grants-2012_04
特許番号
US08153633B2

反応ノート

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