Methyl iodide → 2-amino-6-(2,6-dichlorophenyl)-8-methyl-7H,8H-pyrido[2,3-d]pyrimidin-7-one

HRID 1586408

반응식

HRID 1586408 반응식
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH:11]=[C:10]([C:12]3[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:19])[C:9]([OH:20])=[N:8][C:6]=2[N:7]=1.[H-].[Na+].[CH3:23]I>CN(C)C=O>[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH:11]=[C:10]([C:12]3[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:19])[C:9](=[O:20])[N:8]([CH3:23])[C:6]=2[N:7]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178418283HCID 178418283, 화합물

생성물 1

HCID 53278642-amino-6-(2,6-dichlorophenyl)-8-methyl-7H,8H-pyrido[2,3-d]pyrimidin-7-one수율 49.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
65 °C

실험 절차

To a mixture of 2-amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7-ol (3.7 g) from Example 11 in dimethylformamide was added NaH (50% suspension in mineral oil, 0.64 g). The resulting slurry was heated at 65° C. for 0.5 hour until a solution formed. It was then cooled to 50° C. and a solution of methyl iodide (2.0 g) in dimethylformamide (10 mL) was added dropwise to the reaction. The reaction mixture was warmed and kept between 60° C.-80° C. for 3 hours. Upon cooling to room temperature, the reaction mixture was poured into ice water. The insoluble white product was filtered, washed with water, and recrystallized from ethanol using charcoal to give 1.9 g of 2-amino-6-(2,6-dichlorophenyl)-8-methyl-pyrido[2,3-d]pyrimidin-7(8H)-one; mp 235-237° C.

후처리

  1. customformed
  2. temperatureIt was then cooled to 50° C.
  3. temperatureThe reaction mixture was warmed
  4. temperatureUpon cooling to room temperature
  5. filtrationThe insoluble white product was filtered
  6. washwashed with water
  7. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-e84c2b556c814c8487e22a7a08a74aa6
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05945422

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