Pyridine → methyl 3-[8-(aminocarbonyl)-6-iodo-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoate

HRID 641966노트

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HRID 641966 반응식
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([C:12]([OH:14])=O)[CH:11]=1)[N:8]=[CH:7][N:6]([C:15]1[CH:20]=[C:19]([C:21]([O:23][CH3:24])=[O:22])[CH:18]=[CH:17][C:16]=1[CH3:25])[C:5]2=[O:26].[N:27]1C=CC=CC=1.C(OC(OC(C)(C)C)=O)(OC(C)(C)C)=O>O1CCOCC1>[NH2:27][C:12]([C:10]1[CH:11]=[C:2]([I:1])[CH:3]=[C:4]2[C:9]=1[N:8]=[CH:7][N:6]([C:15]1[CH:20]=[C:19]([CH:18]=[CH:17][C:16]=1[CH3:25])[C:21]([O:23][CH3:24])=[O:22])[C:5]2=[O:26])=[O:14]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 90495Di-tert-butyl dicarbonateHCID 686059086-Iodo-3-[5-(methoxycarbonyl)-2-methylphenyl]-4-oxo-3,4-dihydroquinazoline-8-carboxylic acid

생성물 1

HCID 68603905methyl 3-[8-(aminocarbonyl)-6-iodo-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
40 °C

실험 절차

To a stirred solution of 6-iodo-3-[5-(methoxycarbonyl)-2-methylphenyl]-4-oxo-3,4-dihydroquinazoline-8-carboxylic acid (2.4 g) in 1,4-dioxane (50 ml) was added pyridine (0.42 ml), di-tert-butyl dicarbonate (1.47 g) and NH4HCO3 (0.53 g). The reaction mixture was stirred at 40° C. for 18 hours and concentrated. The resultant white solid was washed with methanol and dried to yield methyl 3-[8-(aminocarbonyl)-6-iodo-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoate as a white solid (2.28 g); NMR Spectrum: (DMSOd6) 2.19 (s, 3H), 3.85 (s, 3H), 7.61 (d, 1H), 8.03 (m, 3H), 8.52 (s, 1H), 8.60 (m, 1H), 8.70 (m, 1H), 9.33 (s, 1H); Mass Spectrum: M+H+ 464.

후처리

  1. concentrationconcentrated
  2. washThe resultant white solid was washed with methanol
  3. customdried

출처 및 근거

ORD 기록
ord-4e71d9ad66ac4eec858d6cb721ae9d2e
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696215B2

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