Pivaloyl chloride → HCID 178447243、化合物

HRID 1510920ノート

反応式

HRID 1510920 の反応式
[NH2:1][C:2]1[NH:7][C:6]2=[N:8][CH:9]=[CH:10][C:5]2=[C:4]([Cl:11])[N:3]=1.[C:12](Cl)(=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]>N1C=CC=CC=1>[Cl:11][C:4]1[N:3]=[C:2]([NH:1][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])[NH:7][C:6]2=[N:8][CH:9]=[CH:10][C:5]=12

参加物

4

反応物 2

HCID 62493Pivaloyl chlorideHCID 178508434HCID 178508434、化合物

生成物 1

HCID 178447243HCID 178447243、化合物収率 110.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a stirring solution of 2-amino-4-chloro-pyrrolo[2,3-d]pyrimidine (7.3 g, 43.61 mmol) in anhydrous pyridine (120 mL) was added pivaloyl chloride (18.7 mL, 152.63 mmol). The reaction was stirred at RT under nitrogen for 16 h and quenched with MeOH (50 mL). The solvents were then removed in vacuo, and the residue was co-evaporated with toluene (100 mL). The resulting residue was dissolved in EtOAc (150 mL) and washed with 0.1 M HCl (3×75 mL). The organic layer was dried (MgSO4) and evaporated. The crude material was resolved by silica chromatography (30% EtOAc/hexane) to yield 9a (12.2 g) as a white crystalline solid.

後処理

  1. customquenched with MeOH (50 mL)
  2. customThe solvents were then removed in vacuo
  3. dissolutionThe resulting residue was dissolved in EtOAc (150 mL)
  4. washwashed with 0.1 M HCl (3×75 mL)
  5. dry with materialThe organic layer was dried (MgSO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-58eb44f798ba4bdca0709d104ae3db8a
出典データセット
uspto-grants-2012_07
特許番号
US08212020B2

反応ノート

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