Potassium Carbonate → HCID 131730771、化合物

HRID 80895

反応式

HRID 80895 の反応式
[Cl:1][C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1.Cl.Cl.[NH2:20][CH:21]1[CH2:26][CH2:25][CH2:24][NH:23][CH2:22]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[ClH:1].[F:15][C:14]([F:17])([F:16])[C:11]1[CH:12]=[CH:13][C:8]([C:5]2[N:4]=[N:3][C:2]([N:23]3[CH2:24][CH2:25][CH2:26][CH:21]([NH2:20])[CH2:22]3)=[CH:7][CH:6]=2)=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 12449554Pyridazine, 3-chloro-6-[4-(trifluoromethyl)phenyl]-HCID 16211870Piperidin-3-amine dihydrochloride

生成物 1

HCID 131730771HCID 131730771、化合物収率 27.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
120 °C

実験手順

3-Chloro-6-(4-trifluoromethylphenyl)pyridazine (0.2 g, 0.77 mmol), 3-aminopiperidine dihydrochloride (0.27 g, 1.54 mmol) and potassium carbonate (0.53 g, 3.87 mmol) were mixed in acetone (4 mL) in a 20 mL microwave vessel. The reaction mixture was heated in a microwave oven for 2 h at 120° C. The reaction mixture was filtered and the precipitate was washed with MeOH. The combined organic phases were evaporated. The crude oil was purified on a silicagel column (0.04-0.063 mesh) using dichloromethane/MeOH (9:1) as eluent. This afforded 110 mg of a oil that was dissolved in MeOH and acidified with concentrated HCl (5 mL). The mixture was evaporated and the residue was dissolved in MeOH (1 mL) and ether (100 mL) was added with stirring. The mixture was evaporated to give 76 mg (25%) of the title compound as a yellow solid.

後処理

  1. filtrationThe reaction mixture was filtered
  2. washthe precipitate was washed with MeOH
  3. customThe combined organic phases were evaporated
  4. customThe crude oil was purified on a silicagel column (0.04-0.063 mesh)
  5. dissolutionThis afforded 110 mg of a oil that was dissolved in MeOH
  6. customThe mixture was evaporated
  7. dissolutionthe residue was dissolved in MeOH (1 mL)
  8. additionether (100 mL) was added
  9. customThe mixture was evaporated

出典と根拠

ORDレコード
ord-fee32dfc11fb4f769ef6a6273104e86b
出典データセット
uspto-grants-2014_09
特許番号
US08846677B2

関連ノート

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