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

HRID 1241344ノート

反応式

HRID 1241344 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 65389046-Chloro-2-iodo-9-isopropyl-9H-purine収率 324.6%

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-7c58faed018d4b658eff37db9f430a0d
出典データセット
uspto-grants-2006_10
特許番号
US07115589B2

反応ノート

読み込み中…