Isopropyl iodide → 6-Chloro-9-isopropyl-9h-purin-2-amine

HRID 1241343노트

반응식

HRID 1241343 반응식
[Cl:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][NH:6]2.[H-].[Na+].I[CH:15]([CH3:17])[CH3:16]>CN(C=O)C>[Cl:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:15]([CH3:17])[CH3:16]

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 1785084356-chloro-1H-purin-2-amine

생성물 1

HCID 219337716-Chloro-9-isopropyl-9h-purin-2-amine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 6-chloro-9H-purin-2-ylamine (20 g, 0.12 moles) in DMF (200 mL) at −11° C. was added NaH (5.7 g, 0.14 moles, 60%) portionwise over 1 h. The mixture as stirred for 1 h, then 2-iodopropane (14.2 mL, 0.14 moles) was added dropwise. The solution was warmed to rt, stirred for 18 h, quenched with sat'd NH4Cl, and extracted with EtOAc. The combined extracts, were washed with water, sat'd NaCl, then dried over MgSO4 and filtered. Concentration yielded an oil which was purified by silica gel chromatography (60% EtOAc/Hexane) to a white solid (13.4 g, 54%): MS [M+H]+ 212; m.p. 135–136° C.

후처리

  1. stirringstirred for 18 h
  2. customquenched with sat'd NH4Cl
  3. extractionextracted with EtOAc
  4. washThe combined extracts, were washed with water
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationConcentration
  8. customyielded an oil which
  9. customwas purified by silica gel chromatography (60% EtOAc/Hexane) to a white solid (13.4 g, 54%)

출처 및 근거

ORD 기록
ord-5aadb1613e1f4cee91ad470aa1b97597
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115589B2

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