1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carboline → 1-Benzo[1,3]dioxol-5-yl-2-[5-(3,4-dimethoxy-phenyl)-pyrimidin-2-yl]-2,3,4,9-tetrahydro-1H-beta-carboline

HRID 983417

反応式

HRID 983417 の反応式
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]3[C:22]4[NH:21][C:20]5[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=5)[C:14]=4[CH2:13][CH2:12][NH:11]3)=[CH:4][C:3]=2[O:2]1.Cl[C:24]1[N:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[C:32]([O:38][CH3:39])[CH:31]=2)=[CH:26][N:25]=1>CN(C=O)C>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]3[C:22]4[NH:21][C:20]5[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=5)[C:14]=4[CH2:13][CH2:12][N:11]3[C:24]3[N:25]=[CH:26][C:27]([C:30]4[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[C:32]([O:38][CH3:39])[CH:31]=4)=[CH:28][N:29]=3)=[CH:4][C:3]=2[O:2]1

参加物

4

実験手順

A solution of 1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline (3.73 g, 12.8 mmol) (prepared according to the process as disclosed in WO97/43287. Intermediate 7, page 24) and 2-chloro-5-(3,4-dimethoxyphenyl)pyrimidine (1.6 g, 6.4 mmol) in DMF (50 mL, anhydrous) was heated at 120° C. under stirring for 16 h. The reaction mixture was quenched with NH4Cl and extracted with ethyl acetate. The organic phase was washed with brine (2×) and dried with MgSO4. Column chromatography (silica gel, ethyl acetate:hexanes=2:3) yielded a white solid.

後処理

  1. customThe reaction mixture was quenched with NH4Cl
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with brine (2×)
  4. dry with materialdried with MgSO4
  5. customColumn chromatography (silica gel, ethyl acetate:hexanes=2:3) yielded a white solid

出典と根拠

ORDレコード
ord-b2803fd9ea78421088b22d0327bbbcf7
出典データセット
uspto-grants-2005_03
特許番号
US06864253B2

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