Chloride → HCID 67408663, 화합물

HRID 1802100노트

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HRID 1802100 반응식
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C@:13]1([CH3:19])[CH2:17][O:16][C:15](=[O:18])[NH:14]1)[N:7]=[CH:6]2.C(Cl)Cl.B(Br)(Br)Br.[Cl-].C([O-])(O)=O.[Na+]>>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C@:13]1([CH3:19])[CH2:17][O:16][C:15](=[O:18])[NH:14]1)[N:7]=[CH:6]2

참가 물질

6

반응물 5

HCID 312ChlorideHCID 6344DichloromethaneHCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 67408275(R)-4-(6-Methoxyquinazolin-2-yl)-4-methyloxazolidin-2-one

생성물 1

HCID 67408663HCID 67408663, 화합물

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온도
-78 °C

실험 절차

(R)-4-(6-Methoxy-quinazolin-2-yl)-4-methyl-oxazolidin-2-one (860.0 mg, 3.317 mmol) was dissolved in methylene chloride (60 mL, 900 mmol), and cooled to −78° C. A solution of 1.0 M of boron tribromide in nethylene chloride (9.95 mL, 9.95 mmol) was then added dropwise. The reaction mixture was then warmed up to at 23° C. gradually and then heated at 50° C. for 2 hours. The reaction mixture was then question with NaHCO3 (sat) to basic, and neutralized back to pH-7-8. DCM was removed under vacuum, the white solid was collected and washed with water and hexanes (560 mg, 69%). 1H NMR (MeOD) δ: 9.32 (s, 1H), 7.91 (d, J=9.3 Hz, 1H), 7.57 (dd, J=9.0, 2.8 Hz, 1H), 7.26 (d, J=2.5 Hz, 1H), 4.98 (d, J=8.5 Hz, 1H), 4.46 (d, J=8.5 Hz, 1H), 1.78 (s, 3H). MS (M+1): 246.10.

후처리

  1. temperatureThe reaction mixture was then warmed up to at 23° C. gradually
  2. temperatureheated at 50° C. for 2 hours
  3. customDCM was removed under vacuum
  4. customthe white solid was collected
  5. washwashed with water and hexanes (560 mg, 69%)

출처 및 근거

ORD 기록
ord-dc68443a824e43999d064fffd1a9770e
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349849B2

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