Dimethylformamide → 3-(2,6-dichlorophenyl)-7-methanesulfonyl-3,4-dihydro-1-[(3-pyridyl)methyl]pyrimido[4,5-d]pyrimidin-2(1H)-one

HRID 1858202노트

반응식

HRID 1858202 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH2:18][C:17]2[C:12](=[N:13][C:14]([S:19]([CH3:22])(=[O:21])=[O:20])=[N:15][CH:16]=2)[NH:11][C:10]1=[O:23].[H-].[Na+].Cl.[N:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1CCl.[CH3:35]N(C)C=O>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH2:18][C:17]2[C:12](=[N:13][C:14]([S:19]([CH3:22])(=[O:21])=[O:20])=[N:15][CH:16]=2)[N:11]([CH2:35][C:31]2[CH:32]=[N:27][CH:28]=[CH:29][CH:30]=2)[C:10]1=[O:23]

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 23392Picolyl chloride hydrochlorideHCID 24758Sodium hydrideHCID 221250983-(2,6-dichlorophenyl)-7-methanesulfonyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one

생성물 1

HCID 221250103-(2,6-dichlorophenyl)-7-methanesulfonyl-3,4-dihydro-1-[(3-pyridyl)methyl]pyrimido[4,5-d]pyrimidin-2(1H)-one수율 48%

반응 조건

온도
100 °C

실험 절차

An ice-cooled solution of 100 mg (0.27 mmol) of 3-(2,6-dichlorophenyl)-7-methanesulfonyl-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one in 6 ml of dimethylformamide was treated with 22 mg (0.54 mmol) of sodium hydride (60% w/w). After 30 minutes the mixture was treated with 50 mg (0.3 mmol) of picolyl chloride hydrochloride and then heated to 90° C. for 2 hours and to 100° C. for a further hour. The mixture was evaporated and the residue was treated with 30 ml of dichloromethane and 30 ml of water. The phases were separated and the organic phase was washed with 30 ml of water, dried over magnesium sulfate, filtered and evaporated to give 60 mg (48%) of 3-(2,6-dichlorophenyl)-7-methanesulfonyl-3,4-dihydro-1-[(3-pyridyl)methyl]pyrimido[4,5-d]pyrimidin-2(1H)-one as a yellow solid.

후처리

  1. customThe mixture was evaporated
  2. additionthe residue was treated with 30 ml of dichloromethane and 30 ml of water
  3. customThe phases were separated
  4. washthe organic phase was washed with 30 ml of water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-e0b08cf605614fcaaee647a18b5dd68b
출처 데이터셋
uspto-grants-2000_11
특허 번호
US06150373

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