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

HRID 3208

反応式

HRID 3208 の反応式
[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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
210 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e995bd2a805644e4b3e1fc791d696150
出典データセット
uspto-grants-1998_03
特許番号
US05733914

関連ノート

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