Sodium hydride → 8-bromo-3,3-dimethyl-2,3-dihydropyrido[3,2-b][1,4]oxazepin-4(5H)-one

HRID 340817노트

반응식

HRID 340817 반응식
C[O:2][C:3](=O)[C:4]([CH3:16])([CH3:15])[CH2:5][O:6][C:7]1[C:8]([NH2:14])=[N:9][CH:10]=[C:11]([Br:13])[CH:12]=1.[H-].[Na+]>CS(C)=O.O>[Br:13][C:11]1[CH:10]=[N:9][C:8]2[NH:14][C:3](=[O:2])[C:4]([CH3:16])([CH3:15])[CH2:5][O:6][C:7]=2[CH:12]=1

참가 물질

5

반응물 2

HCID 24758Sodium hydrideHCID 593328383-(2-Amino-5-bromo-pyridin-3-yloxy)-2,2-dimethylpropionic acid methyl ester

생성물 1

HCID 593328468-bromo-3,3-dimethyl-2,3-dihydropyrido[3,2-b][1,4]oxazepin-4(5H)-one수율 76.3%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

실험 절차

To a solution of 3-(2-amino-5-bromo-pyridin-3-yloxy)-2,2-dimethylpropionic acid methyl ester (880 mg, 2.90 mmol) in DMSO (40 mL) was added NaH (60% in oil, 139-mg, 3.48 mmol), and the mixture was stirred overnight at room temperature. The mixture was diluted with water (100 mL), and further stirred for 15 min. The resulting precipitate was collected by filtration to give the title compound (600 mg, 76%) as a white solid: 1H NMR (300 MHz, CDCl3) δ8.34 (br s, 1H), 8.11 (d, J=1.8 Hz, 1H), 7.46 (d, J=1.8 Hz, 1H), 4.01 (s, 2H), 1.32 (s, 6H); ESI M Sm/e 271 (M+H)+.

후처리

  1. stirringfurther stirred for 15 min
  2. filtrationThe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-15862f2ebc4d4d7e870d4875685bd789
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895545B2

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