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

HRID 966005ノート

反応式

HRID 966005 の反応式
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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-8b491b8ffd1049a3b788cc70b354f40c
出典データセット
uspto-grants-2005_10
特許番号
US06951865B2

反応ノート

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