5-Bromo-2,4-dichloropyrimidine → Bicyclo[1.1.1]pent-1-yl-(5-bromo-2-chloro-pyrimidin-4-yl)-amine

HRID 82298노트

반응식

HRID 82298 반응식
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[C:10]12([NH2:15])[CH2:14][CH:12]([CH2:13]1)[CH2:11]2>C(#N)C>[C:10]12([NH:15][C:3]3[C:2]([Br:1])=[CH:7][N:6]=[C:5]([Cl:8])[N:4]=3)[CH2:14][CH:12]([CH2:13]1)[CH2:11]2

참가 물질

4

반응물 2

HCID 2899735-Bromo-2,4-dichloropyrimidineHCID 11469065Bicyclo(1.1.1)pentan-1-amine

생성물 1

HCID 86672128Bicyclo[1.1.1]pent-1-yl-(5-bromo-2-chloro-pyrimidin-4-yl)-amine수율 82%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
25 °C

실험 절차

To a solution of 5-Bromo-2,4-dichloro-pyrimidine (6 g, 26.3 mmol) and bicyclo[1.1.1]pent-1-ylamine (4.7 g, 39.5 mmol) in acetonitrile (60 mL), was added TEA (16.5 mL, 118 mmol), and the mixture was stirred at 25° C. for 18 hours. The volatiles were removed in vacuo and the residue partitioned between water and EtOAc. The organic phase was dried (Na2SO4) and evaporated in vacuo. Purification by column chromatography on silica gel (EtOAc:Hexane 1:99) afforded the title compound as a white solid in 82% yield, 4.8 g.

후처리

  1. customThe volatiles were removed in vacuo
  2. customthe residue partitioned between water and EtOAc
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. customevaporated in vacuo
  5. customPurification by column chromatography on silica gel (EtOAc:Hexane 1:99)

출처 및 근거

ORD 기록
ord-5986d92af0194edf8983e02e6df604c3
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846698B2

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