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

HRID 1241343ノート

反応式

HRID 1241343 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-5aadb1613e1f4cee91ad470aa1b97597
出典データセット
uspto-grants-2006_10
特許番号
US07115589B2

反応ノート

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