Diethyl Malonate → HCID 135957256、化合物

HRID 1263492

反応式

HRID 1263492 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 135957256HCID 135957256、化合物収率 40.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b793f04500c2441489ae50045a711a6b
出典データセット
uspto-grants-2003_04
特許番号
US06541484B2

関連ノート

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