4-Fluorophenyl isothiocyanate → 3-(4-Fluorophenyl)-2-thioxo-2,3-dihydropyrido[3,2-d]pyrimidin-4(1H)-one

HRID 1674705

反応式

HRID 1674705 の反応式
[NH2:1][C:2]1[C:3]([C:8]([O:10]CC)=O)=[N:4][CH:5]=[CH:6][CH:7]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[S:22])=[CH:16][CH:15]=1>N1C=CC=CC=1>[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:8](=[O:10])[C:3]3[N:4]=[CH:5][CH:6]=[CH:7][C:2]=3[NH:1][C:21]2=[S:22])=[CH:16][CH:15]=1

参加物

4

反応物 2

HCID 152414-Fluorophenyl isothiocyanateHCID 565054Ethyl 3-aminopyridine-2-carboxylate

生成物 1

HCID 576141483-(4-Fluorophenyl)-2-thioxo-2,3-dihydropyrido[3,2-d]pyrimidin-4(1H)-one

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
45 °C

実験手順

A mixture of ethyl 3-aminopyridine-2-carboxylate (2.0 g, 12.0 mmol) and 4-fluorophenylisothiocyanate (1.84 g, 12.0 mmol) in 7 mL of anhydrous pyridine is stirred at 45° C. for 21 h. After cooling, the pyridine is evaporated in vacuo, and ice water is added to the residue. The resulting mixture is slurried in EtOAc and filtered to give the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.59 (1H, m), 7.79 (2H, m), 7.33 (4H, m).

後処理

  1. temperatureAfter cooling
  2. customthe pyridine is evaporated in vacuo, and ice water
  3. additionis added to the residue
  4. filtrationfiltered

出典と根拠

ORDレコード
ord-65fe1994c29644bc93f763948915f659
出典データセット
uspto-grants-2011_08
特許番号
US08003656B2

関連ノート

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