Dimethylcarbamoyl Chloride → 4-Pentyl-2-cyanopyridine

HRID 1269098ノート

反応式

HRID 1269098 の反応式
CO[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9](O)=O)[CH:4]=1.C[Si](C#N)(C)C.CO[C:20]1[CH:25]=[CH:24][N+]([O-])=[CH:22][CH:21]=1.C[N:28](C)C(Cl)=O.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH2:22]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]#[N:28])[CH:4]=1)[CH2:21][CH2:20][CH2:25][CH3:24]

参加物

7

反応物 5

HCID 6598Dimethylcarbamoyl ChlorideHCID 707434-Methoxypyridine N-oxideHCID 82115Trimethylsilyl cyanideHCID 516892Sodium BicarbonateHCID 20500994-Methoxypyridine-2-carboxylic acid

生成物 1

HCID 210760834-Pentyl-2-cyanopyridine収率 90%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

4-Methoxypyridine-2-carboxylic acid, compound 10(b) (R9=methoxy), was made employing Method P. To trimethylsilyl cyanide (0.95 g, 9.6 mmol), 4-methoxypyridine N-oxide (1 g, 8 mmol) in DCM (10 mL) was added, followed by dimethylcarbamoyl chloride (1.03 g, 9.6 mmol) in DCM (10 mL), dropwise. After stirring at room temperature overnight, sodium bicarbonate (100 mL, 10%) was added, and the organic layer was separated. The aqueous layer was extracted twice by DCM (50 mL each). The combined organic layer was dried over magnesium sulfate and the solvent was removed to obtain product, compound 10a (0.97 g, 90%):

後処理

  1. customthe organic layer was separated
  2. extractionThe aqueous layer was extracted twice by DCM (50 mL each)
  3. dry with materialThe combined organic layer was dried over magnesium sulfate
  4. customthe solvent was removed

出典と根拠

ORDレコード
ord-11db0f0b3eac45f280ac931cb2145e6a
出典データセット
uspto-grants-2007_04
特許番号
US07199105B2

反応ノート

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