P-Anisidine → 6-(2,6-Dichlorophenyl)-8-ethyl-2-(4-methoxyphenylamino)-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 3204

반응식

HRID 3204 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:22](=[O:23])[N:21]([CH2:24][CH3:25])[C:12]2[N:13]=[C:14](S(C)(=O)=O)[N:15]=[CH:16][C:11]=2[CH:10]=1.[CH3:26][O:27][C:28]1[CH:34]=[CH:33][C:31]([NH2:32])=[CH:30][CH:29]=1>CN(C)C=O.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:22](=[O:23])[N:21]([CH2:24][CH3:25])[C:12]2[N:13]=[C:14]([NH:32][C:31]3[CH:33]=[CH:34][C:28]([O:27][CH3:26])=[CH:29][CH:30]=3)[N:15]=[CH:16][C:11]=2[CH:10]=1

참가 물질

5

반응물 2

HCID 7732P-AnisidineHCID 105969946-(2,6-dichlorophenyl)-8-ethyl-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one

생성물 1

HCID 116836566-(2,6-Dichlorophenyl)-8-ethyl-2-(4-methoxyphenylamino)-8H-pyrido[2,3-d]pyrimidin-7-one

시약·촉매·용매 2

HCID 962Water촉매HCID 6228Dimethylformamide용매

실험 절차

A solution of 0.100 g (0.25 mmol) of 6-(2,6-dichlorophenyl)-8-ethyl-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 68 and 0.061 g (0.50 mmol) of 4-methoxyaniline in 0.5 mL of dimethylformamide was heated at reflux for 10 minutes. Three drops of water were added. Crystals separated on inducement. An additional 3 drops of water were added to precipitate additional tacky solid. After decantation, the solid was triturated with 0.5 mL of ethyl acetate and 0.5 mL of petroleum ether. The solids were filtered and washed with 50% ethyl acetate/petroleum ether and dried; wt 0.080 g. Purification was effected by filtering an ethyl acetate solution through a layer of silica gel. Concentration of the filtrate to 1 mL volume yielded pure crystalline product; wt 0.033 g; mp 213°-215° C.

후처리

  1. temperatureat reflux for 10 minutes
  2. customCrystals separated on inducement
  3. additionAn additional 3 drops of water were added
  4. customto precipitate additional tacky solid
  5. customAfter decantation, the solid was triturated with 0.5 mL of ethyl acetate and 0.5 mL of petroleum ether
  6. filtrationThe solids were filtered
  7. washwashed with 50% ethyl acetate/petroleum ether
  8. customdried
  9. customPurification
  10. filtrationby filtering an ethyl acetate solution through a layer of silica gel
  11. customConcentration of the filtrate to 1 mL volume yielded pure crystalline product

출처 및 근거

ORD 기록
ord-68d8ae5623a045faa4752c54188d8074
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733914

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