2-Chloropyrimidine → HCID 57420158, 화합물

HRID 1619218노트

반응식

HRID 1619218 반응식
Cl.[CH:2]12[NH:9][CH:6]([CH2:7][CH2:8]1)[CH2:5][C:4](=[O:10])[CH2:3]2.Cl[C:12]1[N:17]=[CH:16][CH:15]=[CH:14][N:13]=1.C([O-])(O)=O.[Na+]>C(O)(C)C>[N:13]1[CH:14]=[CH:15][CH:16]=[N:17][C:12]=1[N:9]1[CH:6]2[CH2:7][CH2:8][CH:2]1[CH2:3][C:4](=[O:10])[CH2:5]2

참가 물질

5

반응물 3

HCID 744042-ChloropyrimidineHCID 516892Sodium BicarbonateHCID 130912188-Azabicyclo[3.2.1]octan-3-one hydrochloride

생성물 1

HCID 57420158HCID 57420158, 화합물수율 63.7%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A solution of 8-aza-bicyclo[3.2.1]octan-3-one hydrochloric acid (5.0 g, 30.9 mmol), 2-chloro-pyrimidine (4.95 g, 43.2 mmol), NaHCO3(7.78 g, 92.7 mmol) and isopropanol (200 ml) was maintained at reflux over weekend. The resulting reaction mixture was concentrated and purified by ISCO to afford 8-pyrimidin-2-yl-8-aza-bicyclo[3.2.1]octan-3-one (4.0 g, 52.9%) as a white solid: MS (M+1)=204. 1H NMR (MeOH) 8.36 (d, J=12 Hz 2H), 6.75 (m, 1H), 4.97 (m, 2H), 2.75 (d, J=12 Hz, 1H), 2.71 (d, J=12 Hz, 1H), 2.32 (d, J=50 Hz, 2H), 2.22 (m, 2H), 1.87 (m, 2H).

후처리

  1. temperatureat reflux over weekend
  2. customThe resulting reaction mixture
  3. concentrationwas concentrated
  4. custompurified by ISCO

출처 및 근거

ORD 기록
ord-d25a4282cb484ebdb7b1a7dc4aef0e2c
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08772291B2

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