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Pyrazole → N-(4-tert-butylphenyl)-6-(1H-pyrazol-1-yl)nicotinamide

HRID 1822927
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HRID 1822927 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[H-].[Na+].[C:8]([C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19](=[O:27])[C:20]2[CH:25]=[CH:24][C:23](Cl)=[N:22][CH:21]=2)=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9]>CN(C=O)C>[C:8]([C:12]1[CH:13]=[CH:14][C:15]([NH:18][C:19](=[O:27])[C:20]2[CH:25]=[CH:24][C:23]([N:1]3[CH:5]=[CH:4][CH:3]=[N:2]3)=[N:22][CH:21]=2)=[CH:16][CH:17]=1)([CH3:11])([CH3:9])[CH3:10]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1048PyrazoleHCID 24758Sodium hydrideHCID 4811429N-(4-tert-butylphenyl)-6-chloronicotinamide

생성물 1

HCID 11186276N-(4-tert-butylphenyl)-6-(1H-pyrazol-1-yl)nicotinamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
100 °C

실험 절차

Pyrazole (0.34 g, 5 mmol) in 10 mL of DMF was treated with sodium hydride (0.2 g in 60% mineral oil) at room temperature. The mixture was then treated with the product from Example 21A in DMF (20 mL) and heated at 100° C. for 4 hours. The reaction mixture was allowed to cool to room temperature and quenched with water. The mixture was filtered and the filter cake was collected as the title compound. 1H NMR (300 MHz, DMSO-d6) δ 10.39 (bs, 1H), 9.01 (dd, 1H), 8.71 (dd, 1H), 8.52 (dd, 1H), 8.07 (d, 1H), 7.7 (m, 1H), 7.65 (m, 2H), 7.4 (m, 2H), 6.6 (m, 1H) 1.25 (s, 9H); MS (ESI+) m/z 321 (M+H)+.

후처리

  1. temperatureto cool to room temperature
  2. customquenched with water
  3. filtrationThe mixture was filtered
  4. customthe filter cake was collected as the title compound

출처 및 근거

ORD 기록
ord-a14d253c1c62458c9dfc9f6c7787993d
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07037927B2

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