5-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → HCID 19005970, 화합물

HRID 1742965노트

반응식

HRID 1742965 반응식
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1.Cl.Cl.[NH2:24][C:25]1[N:26]=[N:27][N:28]([CH:30]2[CH2:34][CH2:33][NH:32][CH2:31]2)[CH:29]=1.N1(C2CCCCCCCCCC2)CCCCCCCCCN1>N1C=CC=CC=1>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([N:32]2[CH2:33][CH2:34][CH:30]([N:28]3[CH:29]=[C:25]([NH2:24])[N:26]=[N:27]3)[CH2:31]2)[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:21])[C:5]([C:18]([OH:20])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1

참가 물질

5

반응물 3

HCID 139109475-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 190059383-(4-Amino-1,2,3-triazol-1-yl)pyrrolidine dihydrochlorideHCID 57346892Diazabicycloundecane

생성물 1

HCID 19005970HCID 19005970, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
110 °C

실험 절차

A mixture of 5-amino-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (100 mg, 0.67 mmol), 3-(4-amino-1,2,3-triazol-1-yl)pyrrolidine dihydrochloride (185 mg, 0.83 mmol) and diazabicycloundecane (127 mg, 0.83 mmol) in pyridine (3 ml) was heated at 110° C. for 24 hrs. Reaction mixture was concentrated to dryness under vacuum and residue was dissolved in water, extracted with methylene chloride, dried over sodium sulfate and concentrated to dryness. The solid residue thus obtained was crystallized from chloroform to brown solid. Yield 15 mg (10.4%), m.p. 210°-213° C. 1H NMR (TFA) δ: 1.22-1.58 (m, 4H), 2.70-2.90 (m, 2H), 4.06-4.54 (m, 5H), 5.48-5.60 (m, 1H), 7.79 (s, 1H), 9.14 (s, 1H).

후처리

  1. customReaction mixture
  2. concentrationwas concentrated to dryness under vacuum and residue
  3. dissolutionwas dissolved in water
  4. extractionextracted with methylene chloride
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated to dryness
  7. customThe solid residue thus obtained
  8. customwas crystallized from chloroform to brown solid

출처 및 근거

ORD 기록
ord-070d1e6bd67f481c8ebd872ac55b8ecd
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05342846

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