Hydrochloric Acid → HCID 44608376, 화합물

HRID 1943679노트

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HRID 1943679 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:17][CH2:16][O:15][C:14]3[CH:18]=[CH:19][N:20]=[CH:21][C:13]2=3)(=[O:11])=[O:10])=[CH:5][CH:4]=1.B(Br)(Br)Br.C(=O)([O-])O.[Na+].Cl>ClCCl>[O:15]1[CH2:16][CH2:17][N:12]([S:9]([C:6]2[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=2)(=[O:10])=[O:11])[C:13]2[CH:21]=[N:20][CH:19]=[CH:18][C:14]1=2

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 669366164-(4-methoxy-benzenesulfonyl)-3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine

생성물 1

HCID 44608376HCID 44608376, 화합물수율 56.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

In a 100 ml flask, 4-(4-methoxy-benzenesulfonyl)-3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine (699 mg, 2.282 mmol) was dissolved in dichloromethane (30 ml) and the mixture was cooled to 0□. 1.0M Boron tribromide dissolved in dichloromethane (11.4 ml, 11.4 mmol) was added thereto and stirred at room temperature for 16 hours. After neutralizing with saturated solution of sodium hydrogen carbonate to pH 8 to 9, the mixture was adjusted to pH 6 again by using 1N hydrochloric acid and extracted with dichloromethane. The combined organic layer was washed with saturated saline solution and dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluting with a solvent of methanol:dichloromethane=1:20. The fractions containing the product were collected and evaporated to obtain white solid (375 mg, 56.2%).

후처리

  1. temperaturethe mixture was cooled to 0□
  2. additionwas added
  3. extractionextracted with dichloromethane
  4. washThe combined organic layer was washed with saturated saline solution
  5. dry with materialdried over anhydrous sodium sulfate (Na2SO4)
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customThe residue was purified by column chromatography on silica eluting with a solvent of methanol
  9. additionThe fractions containing the product
  10. customwere collected
  11. customevaporated

출처 및 근거

ORD 기록
ord-8b44fec77661458f8dae130767dce7fa
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394792B2

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