Hydrochloric Acid → HCID 178496796、化合物

HRID 220121ノート

反応式

HRID 220121 の反応式
CO[C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][N:9]=[C:8]2[OH:15])=[O:4].Cl.C[NH:18]OC.Cl.C(=O)(O)[O-].[Na+].[O:27]1[CH2:31]CC[CH2:28]1>>[CH3:28][O:27][CH2:31][NH:18][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][N:9]=[C:8]2[OH:15])=[O:4]

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 516892Sodium BicarbonateHCID 178497329HCID 178497329、化合物

生成物 1

HCID 178496796HCID 178496796、化合物

実験手順

4-Hydroxyquinazoline-6-carboxylic acid methyl ester (XII-1, 4.0 g) was dissolved in tetrahydrofuran (120 ml), N,O-dimethylhydroxylamine hydrochloride (5.7 g) was added, and 2 mol/L iPrMgCl tetrahydrofuran solution (59 ml) was added dropwise over 30 minutes. After completion of addition, the mixture was stirred for 30 minutes under ice cooling and, after completion of the reaction, 40 ml of 2 mol/L hydrochloric acid was added dropwise. The mixture was neutralized with aqueous saturated sodium bicarbonate solution, and extracted with chloroform, and the organic layer was washed with aqueous sodium chloride solution, and dried over sodium sulfate. After concentration, the crystalline residue was purified by silica gel column chromatography (eluting ethyl acetate: methanol=9:1) to obtain 4-hydroxyquinazoline-6-carboxylic acid methoxymethylamide (XIII-1, 2.9 g) as a white solid.

後処理

  1. additionAfter completion of addition
  2. additionwas added dropwise
  3. extractionextracted with chloroform
  4. washthe organic layer was washed with aqueous sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. concentrationAfter concentration
  7. customthe crystalline residue was purified by silica gel column chromatography (eluting ethyl acetate: methanol=9:1)

出典と根拠

ORDレコード
ord-cc6a89564de2405d9beb08059b965c96
出典データセット
uspto-grants-2012_06
特許番号
US08202879B2

反応ノート

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