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Magnesium Bromide → 5-hydroxy-7-methoxyquinazolin-4(3H)-one

HRID 631349
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HRID 631349 반응식
C[O:2][C:3]1[CH:12]=[C:11]([O:13][CH3:14])[CH:10]=[C:9]2[C:4]=1[C:5](=[O:15])[NH:6][CH:7]=[N:8]2.[Mg+2].[Br-].[Br-]>N1C=CC=CC=1>[OH:2][C:3]1[CH:12]=[C:11]([O:13][CH3:14])[CH:10]=[C:9]2[C:4]=1[C:5](=[O:15])[NH:6][CH:7]=[N:8]2
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참가 물질

4

반응물 2

HCID 82241Magnesium BromideHCID 1355106675,7-dimethoxyquinazolin-4(3H)-one

생성물 1

HCID 1355106955-hydroxy-7-methoxyquinazolin-4(3H)-one수율 98.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a mixture of 5,7-dimethoxyquinazolin-4(3H)-one (4.80 g, 23.3 mmol) in pyridine (50 mL) at room temperature was slowly added MgBr2 (4.29 g, 23.3 mmol). It was heated to reflux for 1.5 hour. After solvent was evaporated under reduced pressure, to the residue was added a solution of AcOH (10 mL) in water (50 mL). A solid was precipitated. It was filtered, washed with water, and dried under vacuum with P2O5 to afford 5-hydroxy-7-methoxyquinazolin-4(3H)-one as solid (4.398 g, 98%). 1H NMR (300 MHz, DMSO-d6) δ 11.95 (br, 1H), 8.08 (s, 1H), 6.63 (s, 1H), 6.50 (s, 1H), 3.85 (s, 3H); LC-MS (ESI) m/z 193 (M+H)+.

후처리

  1. temperatureIt was heated
  2. temperatureto reflux for 1.5 hour
  3. customAfter solvent was evaporated under reduced pressure, to the residue
  4. additionwas added a solution of AcOH (10 mL) in water (50 mL)
  5. customA solid was precipitated
  6. filtrationIt was filtered
  7. washwashed with water
  8. dry with materialdried under vacuum with P2O5

출처 및 근거

ORD 기록
ord-570b1e7c06f9441cac266cb032622724
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09320739B2

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