Hydrochloric Acid → 7-tert-Butyl-2-chloro-7H-pyrrolo[2,3-d]pyrimidine

HRID 82168

反応式

HRID 82168 の反応式
Cl.[C:2]([NH:6][C:7]1[C:12](/[CH:13]=[CH:14]/OCC)=[CH:11][N:10]=[C:9]([Cl:18])[N:8]=1)([CH3:5])([CH3:4])[CH3:3]>C(O)(C)C>[C:2]([N:6]1[C:7]2[N:8]=[C:9]([Cl:18])[N:10]=[CH:11][C:12]=2[CH:13]=[CH:14]1)([CH3:5])([CH3:4])[CH3:3]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 86672092N-tert-Butyl-2-chloro-5-[(E)-2-ethoxyvinyl]pyrimidin-4-amine

生成物 1

HCID 866720937-tert-Butyl-2-chloro-7H-pyrrolo[2,3-d]pyrimidine収率 85%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

Concentrated HCl (25 mL) was added to N-tert-butyl-2-chloro-5-[(E)-2-ethoxyvinyl]pyrimidin-4-amine (5.3 g, 20.72 mmol) (see Preparation 61) in isopropanol (210 mL) and the mixture was heated at reflux for 4 hours. The reaction mixture was then evaporated in vacuo and the residue was basified with saturated aqueous NaHCO3 and extracted with EtOAc (200 mL). The organic extract was dried over sodium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel (gradient of hexane:EtOAc 93:7 to 90:10) to afford the title compound as a yellow oil in 85% yield, 3.7 g.

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 4 hours
  3. customThe reaction mixture was then evaporated in vacuo
  4. extractionextracted with EtOAc (200 mL)
  5. extractionThe organic extract
  6. dry with materialwas dried over sodium sulfate
  7. customevaporated in vacuo
  8. customThe residue was purified by column chromatography on silica gel (gradient of hexane:EtOAc 93:7 to 90:10)

出典と根拠

ORDレコード
ord-7004ab5fe70c4cd9bfd192617490c53f
出典データセット
uspto-grants-2014_09
特許番号
US08846698B2

関連ノート

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