Diethyl Malonate → HCID 135957256, 화합물

HRID 1263492

반응식

HRID 1263492 반응식
[Na].[O-]CC.[Na+].[C:6]([O:14]CC)(=O)[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].[NH2:17][C:18]1[N:22]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:21]=[CH:20][C:19]=1[C:29]#[N:30]>C(O)C>[CH2:11]([O:10][C:8]([C:7]1[C:6](=[O:14])[NH:17][C:18]2[N:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:21]=[CH:20][C:19]=2[C:29]=1[NH2:30])=[O:9])[CH3:12]

참가 물질

6

반응물 4

HCID 7761Diethyl MalonateHCID 792565-Amino-1-phenyl-1H-pyrazole-4-carbonitrileHCID 2723922Sodium ethoxideHCID 5360545Sodium

생성물 1

HCID 135957256HCID 135957256, 화합물수율 40.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium pellets (0.86 g, 37.4 mmol) were added carefully to dry ethanol (40 ml) in a round-bottomed flask with a condenser in place and under nitrogen. The resulting solution of sodium ethoxide was allowed to cool to room temperature before addition of diethyl malonate (4.74 ml, 31.2 mmol). 5-Amino-1-phenylpyrazole-4-carbonitrile (2.30 g, 12.5 mmol) was added portionwise and the mixture heated at reflux for 4 h. The mixture was cooled and the ethanol removed in vacuo. Water (25 ml) was added to the residue and the solid was filtered off, washing with water. 4-Amino-6,7-dihydro-6-oxo-1-phenyl-1H-pyrazolo [3,4-b]pyridine-5-carboxylic acid ethyl ester (1.5 g, 40%) was obtained as a white solid. δH (400 MHz; DMSO) 1.35 (3H, t, J=7), 4.40 (2H, q, J=7), 7.30-7.34 (1H, m), 7.49-7.54 (2H, m), 8.04 (2H, br s), 8.09 (2H, br d, J=8), 8.44 (1H, s), 12.20 (1H, br s).

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux for 4 h
  3. temperatureThe mixture was cooled
  4. customthe ethanol removed in vacuo
  5. additionWater (25 ml) was added to the residue
  6. filtrationthe solid was filtered off
  7. washwashing with water

출처 및 근거

ORD 기록
ord-b793f04500c2441489ae50045a711a6b
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06541484B2

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