2-Pyridinemethanamine → 2-aminopyrido[2,3-d]pyrimidin-7(8H)-one 34

HRID 3189

반응식

HRID 3189 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:20](=[O:21])[N:19]([CH3:22])[C:12]2[N:13]=[C:14](SC)[N:15]=[CH:16][C:11]=2[CH:10]=1.[NH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=1>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:20](=[O:21])[N:19]([CH3:22])[C:12]2[N:13]=[C:14]([NH:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=3)[N:15]=[CH:16][C:11]=2[CH:10]=1

참가 물질

4

반응물 2

HCID 195092-PyridinemethanamineHCID 107367016-(2,6-Dichlorophenyl)-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

생성물 1

HCID 53278812-aminopyrido[2,3-d]pyrimidin-7(8H)-one 34수율 38.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
130 °C

실험 절차

A mixture of 0.165 g (0.47 mmol) of 6-(2,6-dichlorophenyl)-8-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 37, 1.08 g (10.0 mmol) of 2-(aminomethyl)pyridine and 0.5 mL of dimethylformamide was heated with stirring in a 130° C. oil bath. After 2 minutes, solution was complete. After 2 hours, the excess amine and dimethylformamide were evaporated at reduced pressure. Ether (5 mL) was added to the residue. Crystals immediately developed. Water (5 mL) was added, and the entire mixture was filtered. The cake was washed 5 mL of ether, 5 mL of water, and then dried; wt 0.164 g. Recrystallization from ethyl acetate gave 0.075 g of pure product; mp 198°-201° C.

후처리

  1. temperaturewas heated
  2. waitAfter 2 hours
  3. customthe excess amine and dimethylformamide were evaporated at reduced pressure
  4. additionEther (5 mL) was added to the residue
  5. additionWater (5 mL) was added
  6. filtrationthe entire mixture was filtered
  7. washThe cake was washed 5 mL of ether, 5 mL of water
  8. customdried
  9. customRecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-4065ebd450dd42b9b396a7e3dbade98c
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733914

연결된 노트

불러오는 중…