Ethyl 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate → Ethyl 1-cyclopropyl-6-fluoro-7-[3-(1,2,3-triazol-1-yl)piperidin-1-yl]-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

HRID 1742978노트

반응식

HRID 1742978 반응식
[N:1]1([CH:6]2[CH2:11][CH2:10][CH2:9][NH:8][CH2:7]2)[CH:5]=[CH:4][N:3]=[N:2]1.[CH:12]1([N:15]2[C:24]3[C:19](=[CH:20][C:21]([F:26])=[C:22](Cl)[N:23]=3)[C:18](=[O:27])[C:17]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:16]2)[CH2:14][CH2:13]1>C(#N)C.N1C=CC=CC=1>[CH:12]1([N:15]2[C:24]3[C:19](=[CH:20][C:21]([F:26])=[C:22]([N:8]4[CH2:9][CH2:10][CH2:11][CH:6]([N:1]5[CH:5]=[CH:4][N:3]=[N:2]5)[CH2:7]4)[N:23]=3)[C:18](=[O:27])[C:17]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:16]2)[CH2:13][CH2:14]1

참가 물질

5

반응물 2

HCID 11722954Ethyl 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylateHCID 190059283-(1H-1,2,3-Triazol-1-yl)piperidine

생성물 1

HCID 19005955Ethyl 1-cyclopropyl-6-fluoro-7-[3-(1,2,3-triazol-1-yl)piperidin-1-yl]-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6342Acetonitrile용매

반응 조건

온도
100 °C

실험 절차

3-(1,2,3-triazol-1-yl)piperidine (150 mg, 0.96 mmol) was added to a solution of ethyl 1-cyclopropyl-6-fluoro-7-chloro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate (150 mg, 0.48 mmol) in a mixture of acetonitrile (10 ml) and pyridine (3 ml). The reaction mixture was heated at 100° C. for 6 hrs and then concentrated to dryness. The residue was diluted with water and thus solid separated was filtered, washed thoroughly with water and dried. Yield 90 mg, m.p. 205°-206° C.; 1H NMR (CDCl3) δ: 8.58 (s, 1H), 8.15 (d, 1H), 7.78 (s, 1H), 7.65 (s, 1H), 4.90 (m, 2H), 4.40 (m, 3H), 3.45 (m, 3H), 1.75-2.50 (m, 4H), 1.40 (t, 3H), 0.95-1.35 (m, 4H).

후처리

  1. concentrationconcentrated to dryness
  2. additionThe residue was diluted with water and thus solid
  3. customseparated
  4. filtrationwas filtered
  5. washwashed thoroughly with water
  6. customdried

출처 및 근거

ORD 기록
ord-67334727eab342d3887688f374fa0a84
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05342846

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