홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Water → 1-cyclopropyl-8-(diphenylmethoxycarbonylmethyl)-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid ethyl ester

HRID 1899
노트
인쇄 미리보기

반응식

HRID 1899 반응식
[H-].[Na+].[C:3]([O:13][C:14]([CH3:17])([CH3:16])C)(=[O:12])[CH2:4][C:5](OC(C)(C)C)=O.[CH2:18]([O:20][C:21]([C:23]1[C:32](=[O:33])[N:31]2[C:26]([C:27](C)=[C:28](Cl)[C:29]([F:34])=[CH:30]2)=[C:25]([CH:37]2[CH2:39][CH2:38]2)[CH:24]=1)=[O:22])[CH3:19].O>CN(C=O)C>[CH2:18]([O:20][C:21]([C:23]1[C:32](=[O:33])[N:31]2[C:26]([C:27]([CH3:28])=[C:5]([CH2:4][C:3]([O:13][CH:14]([C:16]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:17]3[CH:37]=[CH:25][CH:24]=[CH:23][CH:21]=3)=[O:12])[C:29]([F:34])=[CH:30]2)=[C:25]([CH:37]2[CH2:39][CH2:38]2)[CH:24]=1)=[O:22])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 68324Di-tert-butyl malonateHCID 9927245Ethyl 8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

생성물 1

HCID 570602831-cyclopropyl-8-(diphenylmethoxycarbonylmethyl)-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid ethyl ester

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

To a suspension of NaH in DMF with ice bath cooling is added di-t-butyl malonate. After the addition, 8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid ethyl ester from Example 253i above is added. The reaction is then heated to 50° to 60° C., and the mixture is poured into water and acidified. The product is extracted into methylene chloride and dried over MgSO4. The residue, after removal of the solvent, is dissolved in methylene chloride and trifluoroacetic acid at room temperature. The solvent is removed under vacuum, and the product is treated with diphenyldiazomethane in methylene chloride and methanol. When the reaction is finished, the solvents are removed under vacuum, and the product is purified by column chromatography to give the title compound.

후처리

  1. temperaturecooling
  2. additionabove is added
  3. temperatureThe reaction is then heated to 50° to 60° C.
  4. extractionThe product is extracted into methylene chloride
  5. dry with materialdried over MgSO4
  6. customThe residue, after removal of the solvent
  7. dissolutionis dissolved in methylene chloride
  8. customat room temperature
  9. customThe solvent is removed under vacuum
  10. additionthe product is treated with diphenyldiazomethane in methylene chloride and methanol
  11. customthe solvents are removed under vacuum
  12. customthe product is purified by column chromatography

출처 및 근거

ORD 기록
ord-bb91f751bb204267a4e371b6462d78b9
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05726182

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트