N,N-Dimethylaniline → N-Butyl-N-(6-(4-chlorobutyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-yl)amine

HRID 966005노트

반응식

HRID 966005 반응식
P(Cl)(Cl)([Cl:3])=O.C[N:7](C)[C:8]1C=C[CH:11]=[CH:10][CH:9]=1.C([C:19]1[N:24]2[N:25]=[C:26]([CH3:37])[C:27]([C:28]3[C:33]([CH3:34])=[CH:32][C:31]([CH3:35])=[CH:30][C:29]=3[CH3:36])=[C:23]2[N:22]=[C:21]([CH3:38])[C:20]=1[CH2:39][CH2:40][CH2:41][CH2:42]O)CCC.C(=O)([O-])[O-].[K+].[K+]>>[CH2:8]([NH:7][C:20]1([CH2:39][CH2:40][CH2:41][CH2:42][Cl:3])[CH2:19][N:24]2[N:25]=[C:26]([CH3:37])[C:27]([C:28]3[C:29]([CH3:36])=[CH:30][C:31]([CH3:35])=[CH:32][C:33]=3[CH3:34])=[C:23]2[N:22]=[C:21]1[CH3:38])[CH2:9][CH2:10][CH3:11]

참가 물질

5

반응물 4

HCID 949N,N-DimethylanilineHCID 11430Potassium CarbonateHCID 24813Phosphorus oxychlorideHCID 222495124-(7-(Butyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-yl)-1-butanol

생성물 1

HCID 22249815N-Butyl-N-(6-(4-chlorobutyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-yl)amine

실험 절차

Phosphorus oxychloride (11.3 g) and N,N-dimethylaniline (3 droplets) were added to 4-(7-(butyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-yl)-1-butanol (320 mg, 0.78 mmol), followed by heating under reflux for 0.5 hour. After the reaction, the mixture was treated with ice-water, neutralized with potassium carbonate, extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (10-15% ethyl acetate/hexane), to give the title compound (254 mg) as a pale yellow oil.

후처리

  1. temperatureby heating
  2. temperatureunder reflux for 0.5 hour
  3. customAfter the reaction
  4. extractionextracted with ethyl acetate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated
  7. customThe residue was purified by silica gel column chromatography (10-15% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-8b491b8ffd1049a3b788cc70b354f40c
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951865B2

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