Pivaloyl chloride → HCID 178447243, 화합물

HRID 1510920노트

반응식

HRID 1510920 반응식
[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

참가 물질

4

반응물 2

HCID 62493Pivaloyl chlorideHCID 178508434HCID 178508434, 화합물

생성물 1

HCID 178447243HCID 178447243, 화합물수율 110.7%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-58eb44f798ba4bdca0709d104ae3db8a
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08212020B2

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