Triethylamine → Ethyl 8-cyano-1-cyclopropyl-7-[(1S,6S)-2,8-diazabicyclo[4.3.0]nonan-8-yl]-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

HRID 651283노트

반응식

HRID 651283 반응식
[C:1]([C:3]1[C:4](F)=[C:5]([F:22])[CH:6]=[C:7]2[C:12]=1[N:11]([CH:13]1[CH2:15][CH2:14]1)[CH:10]=[C:9]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:8]2=[O:21])#[N:2].[C@@H:24]12[CH2:32][NH:31][CH2:30][C@@H:29]1[CH2:28][CH2:27][CH2:26][NH:25]2.C(N(CC)CC)C>C(#N)C>[C:1]([C:3]1[C:4]([N:31]2[CH2:32][C@@H:24]3[C@@H:29]([CH2:28][CH2:27][CH2:26][NH:25]3)[CH2:30]2)=[C:5]([F:22])[CH:6]=[C:7]2[C:12]=1[N:11]([CH:13]1[CH2:15][CH2:14]1)[CH:10]=[C:9]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:8]2=[O:21])#[N:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10313138(1S,6S)-2,8-Diazabicyclo(4.3.0)nonaneHCID 18417531Ethyl 8-cyano-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

생성물 1

HCID 15347200Ethyl 8-cyano-1-cyclopropyl-7-[(1S,6S)-2,8-diazabicyclo[4.3.0]nonan-8-yl]-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate수율 81.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

14.32 g (45 mmol) of ethyl 8-cyano-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate, 6.31 g (50 mmol) of (1S,6S)-2,8-diazabicyclo[4.3.0]nonane and 10.22 g (101 mmol) of triethylamine are boiled under reflux in 270 ml of acetonitrile for 4 hours. The reaction mixture is left to stand at room temperature for some hours and the solid which has crystallized out is filtered off with suction, rinsed with acetonitrile and dried. 15.6 g of a beige solid are obtained (82% of theory).

후처리

  1. waitThe reaction mixture is left
  2. waitto stand at room temperature for some hours
  3. customthe solid which has crystallized out
  4. filtrationis filtered off with suction
  5. washrinsed with acetonitrile
  6. customdried

출처 및 근거

ORD 기록
ord-34d4c2ee54084347a47ca05c2d1cd97d
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06278013B1

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