Iodine → 6-Chloro-2-iodo-9-isopropyl-9H-purine

HRID 1241344노트

반응식

HRID 1241344 반응식
[Cl:1][C:2]1[N:10]=[C:9](N)[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:12]([CH3:14])[CH3:13].II.N(OCCC(C)C)=O.C(I)[I:26]>C1COCC1.[Cu]I>[Cl:1][C:2]1[N:10]=[C:9]([I:26])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:12]([CH3:14])[CH3:13]

참가 물질

7

반응물 4

HCID 807IodineHCID 6346DiiodomethaneHCID 8053Isoamyl NitriteHCID 219337716-Chloro-9-isopropyl-9h-purin-2-amine

생성물 1

HCID 65389046-Chloro-2-iodo-9-isopropyl-9H-purine수율 324.6%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 8028Tetrahydrofuran용매

실험 절차

6-Chloro-9-isopropyl-9H-purin-2-ylamine (2.7 g, 12.8 mmol), CuI (1.2 g, 13.4 mmol), I2 (3.3 g, 12.8 mmol), isoamyl nitrite (10.6 mL), and CH2I2 (5.3 g, 39.3 mmol) in THF (60 mL) were heated at reflux for 75 min. The mixture was cooled to rt, filtered through Celite, and adsorbed onto silica gel. Purification by chromatography (60% EtOAc/hexane) yielded an off-white solid (13.4 g, 54%): MS [M+H]+ 323; m.p.104° C.

후처리

  1. temperatureat reflux for 75 min
  2. filtrationfiltered through Celite
  3. customPurification by chromatography (60% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-7c58faed018d4b658eff37db9f430a0d
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115589B2

반응 노트

불러오는 중…