Potassium Carbonate → 6-[3,5-Bis(trifluoromethyl)benzyl]-4-chloro-5,6,7,8,9,10-hexahydro-2-(methylthio)-5-oxopyrimido[4,5-b][1,5]diazocine

HRID 1829640노트

반응식

HRID 1829640 반응식
Cl.[F:2][C:3]([F:33])([F:32])[C:4]1[CH:5]=[C:6]([CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=1)[CH2:7][N:8]([CH2:21][CH2:22][CH2:23][NH2:24])[C:9]([C:11]1[C:12]([Cl:20])=[N:13][C:14]([S:18][CH3:19])=[N:15][C:16]=1Cl)=[O:10].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[F:30][C:28]([F:31])([F:29])[C:26]1[CH:25]=[C:6]([CH:5]=[C:4]([C:3]([F:33])([F:2])[F:32])[CH:27]=1)[CH2:7][N:8]1[CH2:21][CH2:22][CH2:23][NH:24][C:16]2[N:15]=[C:14]([S:18][CH3:19])[N:13]=[C:12]([Cl:20])[C:11]=2[C:9]1=[O:10]

참가 물질

5

반응물 2

HCID 11430Potassium CarbonateHCID 86599717N-[3,5-bis(trifluoromethyl)benzyl]-N-(3-aminopropyl)-4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid amide hydrochloride

생성물 1

HCID 220535996-[3,5-Bis(trifluoromethyl)benzyl]-4-chloro-5,6,7,8,9,10-hexahydro-2-(methylthio)-5-oxopyrimido[4,5-b][1,5]diazocine수율 70.4%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

N-[3,5-bis(trifluoromethyl)benzyl]-N-(3-aminopropyl)-4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid amide hydrochloride (Compound of Reference Example 6; 3.35 g) was dissolved in N,N-dimethylformamide (6 mL). To this solution, potassium carbonate (4.15 g) was added and the mixture was stirred at 100° C. for 1 hour. The reaction mixture was diluted with ethyl acetate, was sequentially washed with water and a saturated aqueous solution of sodium chloride, and was then dried over anhydrous sodium sulfate. Following removal of the solvent, the residue was purified on a silica gel column chromatography (ethyl acetate:hexane=1:1) to obtain 6-[3,5-bis(trifluoromethyl)benzyl]-4-chloro-5,6,7,8,9,10-hexahydro-2-(methylthio)-5-oxopyrimido[4,5-b][1,5]diazocine (2.05 g, 70%).

후처리

  1. washwas sequentially washed with water
  2. dry with materiala saturated aqueous solution of sodium chloride, and was then dried over anhydrous sodium sulfate
  3. customremoval of the solvent
  4. customthe residue was purified on a silica gel column chromatography (ethyl acetate:hexane=1:1)

출처 및 근거

ORD 기록
ord-cf8b3143ec404b608c0f65ccd38fba0e
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07064119B2

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