Sodium Acetate → 3-[2-(4-Chloro-phenylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-4-methyl-N-(3-trifluoromethylphenyl)benzamide

HRID 1853959노트

반응식

HRID 1853959 반응식
CN(C)[CH:3]1[C:8](=O)[CH2:7][CH2:6][N:5]([C:10]2[CH:11]=[C:12]([CH:26]=[CH:27][C:28]=2[CH3:29])[C:13]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=2)=[O:14])[C:4]1=C.[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([NH:39][C:40]([NH2:42])=[NH:41])=[CH:35][CH:34]=1.[C:43]([O-])(=O)C.[Na+]>C(O)C.O>[Cl:32][C:33]1[CH:34]=[CH:35][C:36]([NH:39][C:40]2[N:42]=[CH:43][C:3]3[CH2:4][N:5]([C:10]4[CH:11]=[C:12]([CH:26]=[CH:27][C:28]=4[CH3:29])[C:13]([NH:15][C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:23])([F:25])[F:24])[CH:17]=4)=[O:14])[CH2:6][CH2:7][C:8]=3[N:41]=2)=[CH:37][CH:38]=1

참가 물질

6

반응물 3

HCID 517045Sodium AcetateHCID 866756433-(3-Dimethylamino-methylene-4-oxo-piperidin-1-yl)-4-methyl-N-(3-trifluoromethyl-phenyl)benzamideHCID 178512500HCID 178512500, 화합물

생성물 1

HCID 673295863-[2-(4-Chloro-phenylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-4-methyl-N-(3-trifluoromethylphenyl)benzamide

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 3-(3-Dimethylamino-methylene-4-oxo-piperidin-1-yl)-4-methyl-N-(3-trifluoromethyl-phenyl)benzamide (17.9 gm, 41.7 mmol) in Ethanol (250 ml) were added N-(4-Chloro-phenyl)-guanidine (28.32 gm, 167 mmol) and sodium acetate (27.32 gm, 334 mmol) and solution was heated under reflux for 12 hours. After cooling to room temperature, the reaction mixture was diluted with water, extracted with ethyl acetate. The organic layer was washed with brine and dried [sodium sulfate] and evaporated. The crude product obtained was purified by silica gel chromatography using 5-10% methanol/chloroform as eluent to give pure desired product i.e., 3-[2-(4-Chloro-phenylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-4-methyl-N-(3-trifluoromethyl phenyl)benzamide [28] as off white solid. [yield: 1.83 gm, 8.2%]

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 12 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried [sodium sulfate]
  6. customevaporated
  7. customThe crude product obtained
  8. customwas purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-ae25f12d18f049cfb98d9c4a01225678
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08962637B2

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