1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 14839609, 화합물

HRID 1031560노트

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HRID 1031560 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11](Cl)=[C:12]([F:17])[CH:13]=2)[N:8]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:7]=1)=[O:5])[CH3:2].Cl.[F:24][C:25]([F:37])([F:36])[C:26]([N:28]1[CH:33]2[CH2:34][CH2:35][CH:29]1[CH2:30][NH:31][CH2:32]2)=[O:27].N12CCCN=C1CCCCC2>C(#N)C>[CH2:1]([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[N:10][C:11]([N:31]3[CH2:32][CH:33]4[N:28]([C:26](=[O:27])[C:25]([F:36])([F:37])[F:24])[CH:29]([CH2:35][CH2:34]4)[CH2:30]3)=[C:12]([F:17])[CH:13]=2)[N:8]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:7]=1)=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 11844477HCID 11844477, 화합물HCID 14839579HCID 14839579, 화합물

생성물 1

HCID 14839609HCID 14839609, 화합물수율 22.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

A mixture of 653 mg (2 mmoles) 1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-7-chloro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester and 732 mg (3 mmoles) 8-trifluoroacetyl-3,8-diazabicyclo[3.2.1]octan,hydrochloride and 985 mg (6.48 mmoles) 1,8-diazabicyclo[5.4.0] undec-7-ene in 30 mL acetonitrile was heated at 60° C. for 72 hours. The solution was cooled and evaporated to dryness. The residue was worked up with dichloromethane and water. The organic layer was dried over magnesium sulfate and evaporated to give an oil. Purification was achieved by silicagel column chromatography to obtain 220 mg of 7-(8-trifluoroacetyl-3,8-diazabicyclo[3.2.1]octan-3-yl)-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester. MP 205° C.

후처리

  1. temperatureThe solution was cooled
  2. customevaporated to dryness
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customevaporated
  5. customto give an oil
  6. customPurification

출처 및 근거

ORD 기록
ord-0212bfd41a894116ba401ce6e88c703b
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04954507

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