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

HRID 626457

반응식

HRID 626457 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(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).

후처리

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

출처 및 근거

ORD 기록
ord-48636987876e47b1832aee1079518157
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309232B2

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