Ethyl bromoacetate → (2-Amino-6-iodopurin-9-yl)-acetic acid ethyl ester

HRID 349617

반응식

HRID 349617 반응식
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([I:11])[N:3]=1.Br[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:17]([O:16][C:14](=[O:15])[CH2:13][N:8]1[CH:7]=[N:6][C:5]2[C:9]1=[N:10][C:2]([NH2:1])=[N:3][C:4]=2[I:11])[CH3:18]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 61015752-Amino-6-iodopurine

생성물 1

HCID 85849531(2-Amino-6-iodopurin-9-yl)-acetic acid ethyl ester수율 95%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-amino-6-iodo-purine (78.3 g, 0.3 mol) in DMF (1960 mL) was added ethyl bromoacetate (55.1 g, 0.33 mol) and potassium carbonate (82.9 g, 0.6 mol). The resulting reaction mixture was stirred for 12 h at room temperature. The reaction mixture was concentrated to small volume (about 150 mL) in vacuo and the residue was dissolved in water. The solid was filtered off, washed with water and ethyl ether, and dried in vacuo to give the titled compound (98.4 g, 95%). 1H-NMR (500 MHz; DMSO-d6) δ 8.06 (s, 1H), 6.90 (br.s, 2H), 4.94 (s, 2H), 4.17 (q, 2H), 1.22 (t, 3H).

후처리

  1. customThe resulting reaction mixture
  2. concentrationThe reaction mixture was concentrated to small volume (about 150 mL) in vacuo
  3. dissolutionthe residue was dissolved in water
  4. filtrationThe solid was filtered off
  5. washwashed with water and ethyl ether
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-eaa9194d6ff0453c91e790226098617c
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179896B2

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