Water → 4-(2-(methylthio)benzo[d]oxazol-6-yloxy)-N-methylpyridine-2-carboxamide

HRID 1922197노트

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HRID 1922197 반응식
[CH3:1][S:2][C:3]1[O:4][C:5]2[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:6]=2[N:7]=1.Cl[C:14]1[CH:19]=[CH:18][N:17]=[C:16]([C:20]([NH:22][CH3:23])=[O:21])[CH:15]=1.C(=O)([O-])[O-].[Cs+].[Cs+].O>CN(C)C=O>[CH3:1][S:2][C:3]1[O:4][C:5]2[CH:11]=[C:10]([O:12][C:14]3[CH:19]=[CH:18][N:17]=[C:16]([C:20]([NH:22][CH3:23])=[O:21])[CH:15]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 14768144-Chloro-N-methylpicolinamideHCID 210778082-(Methylthio)benzo[d]oxazol-6-ol

생성물 1

HCID 577256324-(2-(methylthio)benzo[d]oxazol-6-yloxy)-N-methylpyridine-2-carboxamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
75 °C

실험 절차

To a solution of 2-(methylthio)benzo[d]oxazol-6-ol (8.5 g, 46.7 mmol, 1 eq) in 80 mL of N,N-dimethylformamide was added 4-chloro-N-methylpyridine-2-carboxamide (16.0 g, 93.4 mmol, 2.0 eq) and cesium carbonate (45.7 g, 140.1 mmol, 3.0 eq). The reaction mixture was stirred at 75° C. for 6 hours. After the mixture was cooled to room temperature, the mixture was added 120 mL of water. After filtration, the solid was purified by silica gel column eluted with ethyl acetate and hexane to give the titled compound. MH+=316.

후처리

  1. temperatureAfter the mixture was cooled to room temperature
  2. filtrationAfter filtration
  3. customthe solid was purified by silica gel column
  4. washeluted with ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-1f7a8d619ba440c7a33ea5a82fd8a7b6
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08173689B2

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