Ethanol → HCID 86692838、化合物

HRID 928248ノート

反応式

HRID 928248 の反応式
[C:1]1([C:11]2[CH:15]=[C:14]([NH2:16])[NH:13][N:12]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[C:17](OC)(=O)[CH2:18][C:19](OC)=O.C(O)C.C[O-].[Na+].CO>>[C:1]1([C:11]2[CH:15]=[C:14]3[N:16]=[CH:17][CH:18]=[CH:19][N:13]3[N:12]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 5

HCID 702EthanolHCID 887MethanolHCID 7943Dimethyl malonateHCID 10942334Sodium MethoxideHCID 178507272HCID 178507272、化合物

生成物 1

HCID 86692838HCID 86692838、化合物

反応条件

温度
120 °C

実験手順

To a solution of 3-(1-naphthyl)-1H-pyrazol-5-amine (654 mg, 3.12 mmol) and dimethyl malonate (0.394 mL, 3.44 mmol) in anhydrous ethanol (9.44 mL, 162 mmol) is added 0.5 M sodium methoxide in methanol (12.5 mL, 6.25 mmol). The mixture is heated at 120° C. under a nitrogen atmosphere overnight. The reaction mixture is cooled to room temperature and the solvent is removed in vacuo. The residue is suspended in water and the precipitate is collected in a Buchner funnel to provide 2-(1-naphthyl)pyrazolo[1,5-a]pyrimidine, 7-diol (534 mg, yield 62%). LCMS: (AA) M+1 278; 1H NMR (400 MHz, DMSO) δ 10.17 (s, 1H), 8.73 (dd, J=8.2, 4.8 Hz, 1H), 7.99-7.88 (m, 2H), 7.72 (dd, J=7.1, 1.1 Hz, 1H), 7.58-7.49 (m, 4H), 5.83 (s, 1H), 4.14 (s, 1H).

後処理

  1. temperatureThe reaction mixture is cooled to room temperature
  2. customthe solvent is removed in vacuo
  3. customthe precipitate is collected in a Buchner funnel

出典と根拠

ORDレコード
ord-0802724e0fa44ed2bb5da7a330fffd00
出典データセット
uspto-grants-2016_03
特許番号
US09290500B2

反応ノート

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