Methyl iodide → 2-Dimethylamino-1-(4-fluorobenzyl)-4(1H)-pyrido(2,3-d)pyrimidinone

HRID 1579252ノート

反応式

HRID 1579252 の反応式
[F:1][C:2]1[CH:21]=[CH:20][C:5]([CH2:6][N:7]2[C:12]3[N:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[N:9]=[C:8]2[NH:18][CH3:19])=[CH:4][CH:3]=1.[CH3:22]C(C)([O-])C.[K+].CI>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:12]3[N:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10](=[O:17])[N:9]=[C:8]2[N:18]([CH3:22])[CH3:19])=[CH:20][CH:21]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 40670581-[(4-fluorophenyl)methyl]-2-(methylamino)-1H,4H-pyrido[2,3-d]pyrimidin-4-oneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 50725742-Dimethylamino-1-(4-fluorobenzyl)-4(1H)-pyrido(2,3-d)pyrimidinone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 10.0 g. of powdered 1-(4'-fluorobenzyl)-2-methylamino-pyrido[2,3-d]pyrimidin-4(1H)-one in 300 ml. of tetrahydrofuran is added portionwise over the course of 5 minutes 4.8 g. of potassium t-butoxide and the resulting mixture is stirred at room temperature for 45 minutes. There is then added 6.5 g. of methyl iodide followed by stirring at room temperature for two days. The resulting mixture is filtered through celite and the filtrate evaporated to dryness. The residue is dissolved in 100 ml. of methylene chloride, washed twice with water, dried, filtered and evaporated to dryness. The residue is dissolved in a small amount of chloroform and filtered through a 650 ml. filter column using silica and chloroform. The combined product containing fractions are evaporated to dryness, the residue dissolved in 50 ml. of methylene chloride and ether added while warming on a steam bath to obtain 1-(4'-fluorobenzyl)-2-dimethylamino-pyrido[2,3-d]pyrimidin-4(1H)-one, m.p. 167°-170°C.

後処理

  1. additionTo a suspension of 10.0 g
  2. additionThere is then added 6.5 g
  3. filtrationThe resulting mixture is filtered through celite
  4. customthe filtrate evaporated to dryness
  5. dissolutionThe residue is dissolved in 100 ml
  6. washof methylene chloride, washed twice with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated to dryness
  10. dissolutionThe residue is dissolved in a small amount of chloroform
  11. filtrationfiltered through a 650 ml
  12. filtrationfilter column
  13. additionThe combined product containing fractions
  14. customare evaporated to dryness
  15. dissolutionthe residue dissolved in 50 ml
  16. additionof methylene chloride and ether added
  17. temperaturewhile warming on a steam bath

出典と根拠

ORDレコード
ord-36ce0b2f672a4a389964b5c7bd4909b0
出典データセット
uspto-grants-1976_01
特許番号
US03931183

反応ノート

読み込み中…