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Diphenyl carbonate → 3-methyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione

HRID 215686
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HRID 215686 반응식
[CH3:1][NH:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][C:5]=1[NH2:10].[C:12](=O)(OC1C=CC=CC=1)[O:13]C1C=CC=CC=1>CN(C)C1C=CN=CC=1.CO>[CH3:1][N:2]1[C:3](=[O:11])[C:4]2[CH:9]=[CH:8][CH:7]=[N:6][C:5]=2[NH:10][C:12]1=[O:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 7597Diphenyl carbonateHCID 205853262-Amino-N-methylpyridine-3-carboxamide

생성물 1

HCID 128132243-methyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione수율 67%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 887Methanol용매

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온도
55 °C

실험 절차

10.0 g (66 mmol) of 2-aminonicotinic acid methyl amide, 21.4 g (100 mmol) diphenyl carbonate and 8.5 g (66 mmol) 4-dimethylaminopyridine were melted at 140 to 150° C. The reaction was allowed to continue for 20 minutes at that temperature. The mixture is allowed to cool down to 50 to 60° C. and 300 ml methanol was added while stirring. The mixture is allowed to cool down to room temperature. 3-methyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione crystallized from the medium, was isolated by filtration and washed with water, methanol and tert.-butyl methyl ether. 7.80 g (67%) of 3-methyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione was isolated (m.p. 272-4° C.).

후처리

  1. temperatureto cool down to room temperature
  2. custom3-methyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione crystallized from the medium
  3. customwas isolated by filtration
  4. washwashed with water, methanol and tert.-butyl methyl ether

출처 및 근거

ORD 기록
ord-0699d80eb7304ff3a7e18c94bde50429
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08192918B2

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