Hydrochloric Acid → HCID 178496796, 화합물

HRID 220121노트

반응식

HRID 220121 반응식
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]

참가 물질

6

반응물 5

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

생성물 1

HCID 178496796HCID 178496796, 화합물

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-cc6a89564de2405d9beb08059b965c96
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202879B2

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