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

HRID 7630

反応式

HRID 7630 の反応式
[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

参加物

7

反応物 4

HCID 10942334Sodium Methoxide2 回HCID 19983589Ethyl acetamidate hydrochloride2 回HCID 21991777HCID 21991777、化合物HCID 1357527147-(3-Fluoro-benzyloxy)-2-methyl-3h-quinazolin-4-one

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-b61c6f8fbaaa4529848801b75a7c15ca
出典データセット
uspto-grants-2006_08
特許番号
US07087612B2

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