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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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HCID 67097724, 화합물 → Methyl 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylate

HRID 471529
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HRID 471529 반응식
COC1C=CC(C[NH:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][C:11](=[O:19])[C:10]=2[C:20]([O:22][CH3:23])=[O:21])=CC=1>C(O)(C(F)(F)F)=O>[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][C:11](=[O:19])[C:10]=1[C:20]([O:22][CH3:23])=[O:21]
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참가 물질

3

반응물 1

HCID 67097724HCID 67097724, 화합물

생성물 1

HCID 658173Methyl 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylate수율 42.3%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

Methyl 4-(4-methoxybenzylamino)-2-oxo-1,2-dihydroquinoline-3-carboxylate (Example 68a) (0.841 g, 2.49 mmol) was dissolved in TFA (5 mL) and stirred at room temperature for 30 minutes. The TFA was removed under reduced pressure, and the residue was dissolved in dichloromethane, then precipitated out by adding excess diethyl ether. The resultant solid was collected by filtration, suspended in dichloromethane, and washed with concentrated sodium bicarbonate. The solid was collected to give methyl 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylate (0.230 g, 42%) as a white solid. M.p.: 236° C. 1H NMR (400 MHz, DMSO-d6) δ 3.73 (s, 3H), 7.12 (t, J=8.0 Hz, 1H), 7.17 (d, J=8.0 Hz, 1H), 7.52 (t, J=8.0 Hz, 1H), 8.08 (d, J=8.0 Hz, 1H), 8.38 (bs, 2H), 10.88 (bs, 1H). MS 219 (MH+).

후처리

  1. customThe TFA was removed under reduced pressure
  2. dissolutionthe residue was dissolved in dichloromethane
  3. customprecipitated out
  4. additionby adding excess diethyl ether
  5. filtrationThe resultant solid was collected by filtration
  6. washwashed with concentrated sodium bicarbonate
  7. customThe solid was collected

출처 및 근거

ORD 기록
ord-690e0c90c22848ce83d027798f436bd9
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633186B2

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