3-Aminopyridine → 6-(2,6-Dichlorophenyl)-8-methyl-2-(pyridin-3-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 3208

반응식

HRID 3208 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][C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1.Cl.NC1C=NC=CC=1>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][C:24]3[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=3)[N:15]=[CH:16][C:11]=2[CH:10]=1

참가 물질

5

반응물 3

HCID 100093-AminopyridineHCID 30558983-Pyridinamine, hydrochloride (1:1)HCID 107367016-(2,6-Dichlorophenyl)-8-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

생성물 1

HCID 53278876-(2,6-Dichlorophenyl)-8-methyl-2-(pyridin-3-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
210 °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, 0.500 g (5.30 mmol) of 3-aminopyridine base, and 0.066 g (0.50 mmol) of 3-aminopyridine hydrochloride was heated with stirring in a 210° C. oil bath for 1 hour. Water (5 mL) was added to the cooled reaction mixture to precipitate a solid. The solid was filtered, washed well with water, and dried; wt 0.147 g. Purification was effected by silica gel chromatography by eluting with chloroform and then ethyl acetate. The ethyl acetate eluent containing the pure product was concentrated to 2 mL volume. The crystals that separated on inducement were filtered and washed with 0.5 mL of ethyl acetate and 1 mL of ether; wt 0.810 g; mp 247°-248° C.

후처리

  1. temperaturewas heated
  2. customto precipitate a solid
  3. filtrationThe solid was filtered
  4. washwashed well with water
  5. customdried
  6. customPurification
  7. washby eluting with chloroform
  8. additionThe ethyl acetate eluent containing the pure product
  9. concentrationwas concentrated to 2 mL volume
  10. customThe crystals that separated on inducement
  11. filtrationwere filtered
  12. washwashed with 0.5 mL of ethyl acetate and 1 mL of ether

출처 및 근거

ORD 기록
ord-e995bd2a805644e4b3e1fc791d696150
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733914

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