Dimethylformamide → 2-{6-Azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol

HRID 1082298

反応式

HRID 1082298 の反応式
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][CH2:9][CH2:10][OH:11])[C:3]=1[C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1.[N-:19]=[N+:20]=[N-:21].[Na+].CN(C)C=O>O>[N:19]([C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:8][CH2:9][CH2:10][OH:11])[C:3]=1[C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1)=[N+:20]=[N-:21]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 111189672-{6-Chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol

生成物 1

HCID 118077902-{6-Azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol収率 87.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 2-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (21.85 g), sodium azide (10.7 g) and dimethyformamide (260 ml) is heated with stirring at 75°-80° C. overnight. After cooling, the mixture is treated with water, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from hexane to give 2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (19.6 g).

後処理

  1. temperatureis heated
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate layer is washed
  5. customdried
  6. customevaporated
  7. customto remove the solvent
  8. customThe residue is crystallized from hexane

出典と根拠

ORDレコード
ord-975e17b3c438445297449037847e6fdd
出典データセット
uspto-grants-1996_12
特許番号
US05589478

関連ノート

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