Potassium Carbonate → Ethyl 7-(4-acetonyl-1-piperazinyl)-6-fluoro-1-methyl-4-oxo-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

HRID 1905430노트

반응식

HRID 1905430 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)[N:8]1[CH:18]([CH3:20])[S:19][C:7]1=[C:6]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:5]2=[O:26].C(=O)([O-])[O-].[K+].[K+].Br[CH2:34][C:35](=[O:37])[CH3:36]>CN(C)C=O>[CH2:34]([N:15]1[CH2:16][CH2:17][N:12]([C:11]2[CH:10]=[C:9]3[C:4]([C:5](=[O:26])[C:6]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:7]4[S:19][CH:18]([CH3:20])[N:8]43)=[CH:3][C:2]=2[F:1])[CH2:13][CH2:14]1)[C:35]([CH3:36])=[O:37]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 11715BromoacetoneHCID 10249018Ethyl 6-fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate

생성물 1

HCID 10002979Ethyl 7-(4-acetonyl-1-piperazinyl)-6-fluoro-1-methyl-4-oxo-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate수율 84.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Ethyl 6-fluoro-1-methyl-7-(1-piperazinyl)-4-oxo-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate (3.8 g) was suspended in 50 ml of N,N-dimethylformamide, 1.66 g of potassium carbonate was added thereto, 1.65 g of bromoacetone was dropped in with ice cooling and stirring, and the mixture was stirred at room temperature for 20 hours. The reaction solution was poured over into ice water and the crystals separated out were collected by filtration, washed with water, dried and recrystallized from ethanol to give 3.7 g of desired compound in colorless powdery crystals, m.p. 196°-200° C. (decompn.).

후처리

  1. stirringthe mixture was stirred at room temperature for 20 hours
  2. customthe crystals separated out
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried
  6. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-462c230f94fd418fb8cc10a9dffeec41
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04843070

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