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

HRID 965196

반응식

HRID 965196 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-a5c0adb6a8bc4171a673c244737923b7
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05773423

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