3,4-dihydro-2H-pyran → 6-Bromo-9-(tetrahydro-2H-pyran-2-YL)-9H-purine

HRID 510897노트

반응식

HRID 510897 반응식
[Br:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][NH:6]2.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[O:23]1[CH:28]=[CH:27][CH2:26][CH2:25][CH2:24]1>C(Cl)(Cl)Cl>[Br:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:24]1[CH2:25][CH2:26][CH2:27][CH2:28][O:23]1

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 521998p-Toluenesulfonic acid monohydrateHCID 178419477HCID 178419477, 화합물

생성물 1

HCID 583686166-Bromo-9-(tetrahydro-2H-pyran-2-YL)-9H-purine수율 98.9%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of 6-bromo-9H-purine (5.0 g, 25 mmol) and p-toluenesulfonic acid monohydrate (0.48 g, 2.5 mmol) in chloroform (100 mL) was cooled to 0° C., treated with dihydropyran (3.4 mL, 38 mmol) and stirred at room temperature for 1 hour. The reaction mixture was washed with saturated sodium bicarbonate, water and brine, dried with MgSO4, filtered, concentrated and purified on silica gel (eluting with 0-50% of ethyl acetate in hexanes) to give the desired product (7.0 g, 98%).

후처리

  1. washThe reaction mixture was washed with saturated sodium bicarbonate, water and brine
  2. dry with materialdried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified on silica gel (eluting with 0-50% of ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-b68ebf6b2c1b4a4e85063eb7915cff49
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096600B2

반응 노트

불러오는 중…