Cesium carbonate → 1253911-35-1

HRID 1431065노트

반응식

HRID 1431065 반응식
Br.[NH2:2][C:3]1[N:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.Cl[CH2:11][C:12]([CH3:15])([OH:14])[CH3:13].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[NH2:2][C:3]1[N:8]=[CH:7][C:6]([O:9][CH2:11][C:12]([CH3:15])([OH:14])[CH3:13])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 684091-Chloro-2-methylpropan-2-olHCID 667434106-Aminopyridin-3-ol--hydrogen bromide (1/1)

생성물 1

HCID 667489771253911-35-1

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
140 °C

실험 절차

To a microwave flask containing 6-aminopyridin-3-ol hydrobromide (700 mg, 3.66 mmol) and 1-chloro-2-methyl-2-propanol (597 mg, 5.5 mmol) in anhydrous dimethylformamide (17 ml) was added cesium carbonate (3.7 g, 11.4 mmol) and the material was heated in a microwave oven at 140° C. for 3 hours. The vial was cooled to ambient and the solvent was concentrated in vacuo (rotary evaporator/mechanical pump). The residue was taken up in methylene chloride and filtered to remove insolubles, rinsing well with methylene chloride. The crude material was purified by HPLC on silica gel, eluting with a gradient of 2% to 10% methanol/methylene chloride to provide the desired product as a orange-brown viscous oil which solidified on standing (449 mg). MS (H+)=183 m/e.

후처리

  1. temperatureThe vial was cooled to ambient and the solvent
  2. concentrationwas concentrated in vacuo (rotary evaporator/mechanical pump)
  3. filtrationfiltered
  4. customto remove insolubles
  5. washrinsing well with methylene chloride
  6. customThe crude material was purified by HPLC on silica gel
  7. washeluting with a gradient of 2% to 10% methanol/methylene chloride

출처 및 근거

ORD 기록
ord-2094ead4367f4844a45879d026029966
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940741B2

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