Sodium Methoxide → 2-[7-(3-Fluoro-benzyloxy)-2-methyl-4-oxo-4H-quinazolin-3-yl]-acetamide

HRID 7630

반응식

HRID 7630 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:18])[NH:12][C:13]([CH3:17])=[N:14]2)=[CH:9][CH:8]=1.NC1C=C(OCC2C=CC=C(F)C=2)C=CC=1C(O)=O.CCO[C:44]([C:46]([NH2:48])=[O:47])=O.Cl.C[O-].[Na+]>CO.O>[F:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][CH:21]=1)[CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:18])[N:12]([CH2:44][C:46]([NH2:48])=[O:47])[C:13]([CH3:17])=[N:14]2)=[CH:9][CH:8]=1

참가 물질

7

반응물 4

HCID 10942334Sodium Methoxide2회HCID 19983589Ethyl acetamidate hydrochloride2회HCID 21991777HCID 21991777, 화합물HCID 1357527147-(3-Fluoro-benzyloxy)-2-methyl-3h-quinazolin-4-one

생성물 1

HCID 100201802-[7-(3-Fluoro-benzyloxy)-2-methyl-4-oxo-4H-quinazolin-3-yl]-acetamide수율 97%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

7-(3-Fluoro-benzyloxy)-2-methyl-3H-quinazolin-4-one: To a mixture of 2-amino-4-(3-fluoro-benzyloxy)-benzoic acid (2.0 g, 7.7 mmol) and ethyl acetamidate HCl (1.9 g, 15.3 mmol) in methanol (30 mL) was added sodium methoxide (5.4 M, 0.83 g, 15.3 mmol) and the resulting mixture was heated under reflux for 19 h. After this time ethyl acetamidate HCl (1.9 g, 15.3 mmol) and sodium methoxide (5.4 M, 0.83 g, 15.3 mmol) was added and the resulting mixture heated for another 1 h. After cooling to rt the mixture was poured into water (40 mL) and then the resulting precipitate was stirred for 2 h, and filtered off to afford the title compound (2.1 g, 97%) as an off-white solid. MS: m/e=283.1 (M−H).

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 19 h
  3. temperaturethe resulting mixture heated for another 1 h
  4. filtrationfiltered off

출처 및 근거

ORD 기록
ord-b61c6f8fbaaa4529848801b75a7c15ca
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087612B2

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