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

HRID 251417노트

반응식

HRID 251417 반응식
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)C=O>[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
28 °C

실험 절차

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 dimethylformamide (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 conformed 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).

후처리

  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

출처 및 근거

ORD 기록
ord-169caa3c7c6849d4adc7fceaaa246f71
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863446B2

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