Potassium Carbonate → 4,5-Diphenyl-6-(4-pyridin-2-yl-piperazin-1-yl)-2-(trifluoromethyl)pyrimidine

HRID 72671ノート

反応式

HRID 72671 の反応式
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:5]=[C:4]([C:20]([F:23])([F:22])[F:21])[N:3]=1.[N:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:14]1([C:6]2[C:7]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[C:2]([N:33]3[CH2:34][CH2:35][N:30]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][N:24]=4)[CH2:31][CH2:32]3)[N:3]=[C:4]([C:20]([F:23])([F:22])[F:21])[N:5]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 944591-(2-Pyridyl)piperazineHCID 104046804-Chloro-5,6-diphenyl-2-(trifluoromethyl)pyrimidine

生成物 1

HCID 249590264,5-Diphenyl-6-(4-pyridin-2-yl-piperazin-1-yl)-2-(trifluoromethyl)pyrimidine収率 69.66%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
28 °C

実験手順

To a solution of 4-chloro-5,6-diphenyl-2-(trifluoromethyl)pyrimidine (0.5 g, 1.49 mmol, prepared according to the procedure described in PCT/IB03/02879) in DMF (5 ml) was added 1-pyridin-2-yl piperazine (0.107 g, 0.66 mmol) and anhydrous potassium carbonate (0.2 g) under stirring at 28° C. The reaction mixture was stirred for 4 hours and when TLC confirmed the completion, it was poured onto ice. The solid thus obtained was filtered and washed with water (20 ml). The above solid was then dissolved in dichloromethane (50 ml) and dried over anhydrous sodium sulphate. Evaporation of the solvent afforded the title compound (0.48 g, yield 69.66%, purity by HPLC 99.8%). m.p. 165-167° C. 1H-NMR (CDCl3) δ: 3.43 (s, 8H), 6.58-6.64 (m, 2H), 7.14-7.21 (m, 7H), 7.26-7.29 (m, 3H), 7.45-7.49 (t, 1H), 8.14-8.15 (d, 1H); IR cm−1 (KBr): 3436, 2839, 1591 and 1557; MS m/z: 462.1 (M++1).

後処理

  1. stirringThe reaction mixture was stirred for 4 hours
  2. additionwas poured onto ice
  3. customThe solid thus obtained
  4. filtrationwas filtered
  5. washwashed with water (20 ml)
  6. dissolutionThe above solid was then dissolved in dichloromethane (50 ml)
  7. dry with materialdried over anhydrous sodium sulphate
  8. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-f90250d01f4f49fcbbdfccb7a1f2ec98
出典データセット
uspto-grants-2014_09
特許番号
US08828999B2

反応ノート

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