Triethylamine → HCID 178474430、化合物

HRID 1025518ノート

反応式

HRID 1025518 の反応式
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.P(Cl)(Cl)(Cl)=O.[C:11]([NH:14][C:15]1[NH:16][C:17](=O)[C:18]2[N:24]=[C:23]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)[CH:22]=[CH:21][C:19]=2[N:20]=1)(=[O:13])[CH3:12].C(N(CC)CC)C>C(#N)C>[C:11]([NH:14][C:15]1[N:16]=[C:17]([C:5]2[N:4]=[CH:3][NH:2][N:1]=2)[C:18]2[N:24]=[C:23]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)[CH:22]=[CH:21][C:19]=2[N:20]=1)(=[O:13])[CH3:12]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 92571H-1,2,4-TriazoleHCID 24813Phosphorus oxychlorideHCID 1360008912-acetamido-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidin-4(3H)-one

生成物 1

HCID 178474430HCID 178474430、化合物収率 72%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
50 °C

実験手順

A suspension of 1,2,4-triazole (120 mmol) and phosphorus oxychloride (36 mmol) in dry acetonitrile (150 ml) was added to a stirred suspension of the 2-acetamido-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidin-4(3H)-one of example 1 (12 mmol) and triethylamine (36 mmol) in dry acetonitrile (150 ml). The mixture was stirred at room temperature under nitrogen for 70 hours (or, alternatively, at 50° C. for 24 hours) and the yellow precipitate formed was filtered off, then successively washed with ethanol and ether, and further dried over P2O5 under vacuum. Solvents were evaporated in vacuo, then the crude residue was dissolved in dichloromethane and extracted with a diluted hydrochloric acid solution (HCl 0.01 N). The combined organic layers were dried over anhydrous MgSO4 and evaporated, thus providing the crude title compound in 72% yield, which was characterized by its mass spectrum as follows: MS (m/z): 350 ([M+H]+, 100).

後処理

  1. customformed
  2. filtrationwas filtered off
  3. washsuccessively washed with ethanol and ether
  4. dry with materialfurther dried over P2O5 under vacuum
  5. customSolvents were evaporated in vacuo
  6. dissolutionthe crude residue was dissolved in dichloromethane
  7. extractionextracted with a diluted hydrochloric acid solution (HCl 0.01 N)
  8. dry with materialThe combined organic layers were dried over anhydrous MgSO4
  9. customevaporated

出典と根拠

ORDレコード
ord-bcddb51e4d1c4cd585429b91bce34ab0
出典データセット
uspto-grants-2014_05
特許番号
US08729089B2

反応ノート

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