Methanol → HCID 89691440、化合物

HRID 2202845ノート

反応式

HRID 2202845 の反応式
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][O:7][C:8]2[N:13]=[CH:12][NH:11][C:10](=[O:14])[CH:9]=2)=[CH:4][CH:3]=1.[CH:17]1([C:20]2[N:21]=[C:22]3[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][N:23]3[C:31]=2[CH3:32])[CH2:19][CH2:18]1.C(Cl)Cl.CO>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][O:7][C:8]2[N:13]=[CH:12][N:11]([C:25]3[CH:26]=[CH:27][C:22]4[N:23]([C:31]([CH3:32])=[C:20]([CH:17]5[CH2:19][CH2:18]5)[N:21]=4)[CH:24]=3)[C:10](=[O:14])[CH:9]=2)=[CH:15][CH:16]=1

参加物

7

反応物 4

HCID 887MethanolHCID 6344DichloromethaneHCID 89690253HCID 89690253、化合物HCID 89690439HCID 89690439、化合物

生成物 1

HCID 89691440HCID 89691440、化合物収率 5.8%

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 1049Pyridine溶媒

実験手順

To a mixture of 6-((4-chlorobenzyl)oxy)pyrimidin-4(3H)-one (150 mg), (2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)boronic acid (275 mg), DCM (15 ml) and MeOH (15 ml) were added copper acetate (346 mg) and pyridine (0.5 ml), and the resulting reaction mixture was stirred at room temperature for 16 h. The solids were then filtered through Celite, and the filtrate was poured into 1 M HCl. The mixture was extracted with DCM, and the combined DCM layer was washed successively with saturated NaHCO3 solution, brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by preparative HPLC to give the title compound (15 mg) as an off-white solid.

後処理

  1. customthe resulting reaction mixture
  2. filtrationThe solids were then filtered through Celite
  3. additionthe filtrate was poured into 1 M HCl
  4. extractionThe mixture was extracted with DCM
  5. washthe combined DCM layer was washed successively with saturated NaHCO3 solution, brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. customThe crude product was purified by preparative HPLC

出典と根拠

ORDレコード
ord-8bf80e99cfa84005a7301c6323d639e9
出典データセット
uspto-grants-2016_06
特許番号
US09365540B2

反応ノート

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