Triethylamine → 2-chloro-N-(3-iodobenzyl)-7H-purin-6-amine

HRID 965196

反応式

HRID 965196 の反応式
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](Cl)[N:3]=1.Cl.[I:13][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH2:17][NH2:18].C(N(CC)CC)C>C(O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH:18][CH2:17][C:16]2[CH:19]=[CH:20][CH:21]=[C:14]([I:13])[CH:15]=2)[N:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27238613-Iodobenzylamine hydrochlorideHCID 53244122,6-Dichloropurine

生成物 1

HCID 103179492-chloro-N-(3-iodobenzyl)-7H-purin-6-amine収率 60%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 2,6-dichloropurine (Aldrich Chemical Co., 1 g, 5.3 mmol), 3-iodobenzylamine hydrochloride (1.7 g, 5.8 mmol), and triethylamine (2.2 ml, 15.35 mmol) in ethanol (10 ml) was stirred for 5 days at room temperature. The colorless solid formed was collected by suction, washed with small amount of cold ethanol, and dried to yield 2-chloro-N6 -(3-iodobenzyl)adenine (1.16 g, 60%): m.p. 222°-224° C.; mass (EI) 385: 1H NMR (DMSO-d6 d 4.59 (br s, 2H, --CH2), 7.13 (pseudo t, J=8.2 and 7.5 Hz, 1H, Bn), 7.36 (d, J=7.5 Hz, 1H, Bn), 7.61 (d, J=7.5 Hz, 1H, Bn), 7.74 (s, 1H, Bn), 8.14 (s, 1H, H-8), 8.76 (br s, 1H, exchangeable with D2O, NH), 13.14 (br s, 1H, exchangeable with D2O, NH). UV (MeOH) 1max 281.7, 257.5, 232.5 nm.

後処理

  1. customThe colorless solid formed
  2. customwas collected by suction
  3. washwashed with small amount of cold ethanol
  4. customdried

出典と根拠

ORDレコード
ord-a5c0adb6a8bc4171a673c244737923b7
出典データセット
uspto-grants-1998_06
特許番号
US05773423

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