Ethyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylate → Ethyl 6-oxo-2-(((tetrahydrofuran-2-yl)methyl)amino)-1,6-dihydropyrimidine-5-carboxylate

HRID 626457

反応式

HRID 626457 の反応式
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][NH2:7].CS[C:10]1[NH:11][C:12](=[O:21])[C:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][N:15]=1>CO>[O:21]=[C:12]1[NH:11][C:10]([NH:7][CH2:6][CH:2]2[CH2:3][CH2:4][CH2:5][O:1]2)=[N:15][CH:14]=[C:13]1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

参加物

4

反応物 2

HCID 239049Ethyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylateHCID 253298Tetrahydrofurfurylamine

生成物 1

HCID 17229209Ethyl 6-oxo-2-(((tetrahydrofuran-2-yl)methyl)amino)-1,6-dihydropyrimidine-5-carboxylate収率 47%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(tetrahydrofuran-2-yl)methanamine (142 mg, 1.40 mmol) was added into ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrmidine-5-carboxylate (300 mg, 1.40 mmol) in methanol and refluxed overnight. After half of the starting material was consumed, the reaction mixture was reheated again overnight. Then the reaction mixture was cooled and the precipitate filtered. 1H-NMR confirmed the product as ethyl 6-oxo-2-(((tetrahydrofuran-2-yl)methyl)amino)-1,6-dihydropyrimidine-5-carboxylate (HGN-0017) (176 mg, 47% yield).

後処理

  1. temperaturerefluxed overnight
  2. customAfter half of the starting material was consumed
  3. temperatureThen the reaction mixture was cooled
  4. filtrationthe precipitate filtered

出典と根拠

ORDレコード
ord-48636987876e47b1832aee1079518157
出典データセット
uspto-grants-2016_04
特許番号
US09309232B2

関連ノート

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