Water → HCID 178519778, 화합물

HRID 1943688노트

반응식

HRID 1943688 반응식
C([O:8][C:9]1[CH:13]=[C:12]([C:14]([N:16]2[CH2:21][CH2:20][O:19][C:18]3[CH:22]=[CH:23][N:24]=[CH:25][C:17]2=3)=[O:15])[O:11][N:10]=1)C1C=CC=CC=1.O.C(=O)([O-])O.[Na+]>Br.C(O)(=O)C>[O:19]1[CH2:20][CH2:21][N:16]([C:14]([C:12]2[O:11][N:10]=[C:9]([OH:8])[CH:13]=2)=[O:15])[C:17]2[CH:25]=[N:24][CH:23]=[CH:22][C:18]1=2

참가 물질

6

반응물 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 66936639HCID 66936639, 화합물

생성물 1

HCID 178519778HCID 178519778, 화합물

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 260Hydrogen Bromide용매

실험 절차

In 3 ml of 33% hydrobromic acid in acetic acid solution, (3-benzyloxy -isoxazol-5-yl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone (45 mg, 0.13 mmol) was dissolved and then stirred at room temperature for 24 hours. After completion of the reaction by adding water dropwise, the mixture was adjusted to weak acidic condition (pH=6) by using saturated solution of sodium hydrogen carbonate and extracted with ethyl acetate. The aqueous layer was evaporated under reduced pressure and the residue was purified by using preparative TLC plate to obtain the target compound 44, i.e., (2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-(3-hydroxy-isoxazol-5-yl)-methanone, as white solid (8 mg, 24%).

후처리

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. customThe aqueous layer was evaporated under reduced pressure
  4. customthe residue was purified

출처 및 근거

ORD 기록
ord-2de8ee52154f48b4a8ad3de5a6866b2c
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394792B2

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