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Potassium Iodide → Ethyl{(2RS,6SR)-4-[3-{[(2,4-dichlorobenzyl)amino]carbonyl}-6-fluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]-2,6-dimethylpiperazin-1-yl}ethanoate

HRID 2099319
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HRID 2099319 반응식
Cl.[Cl:2][C:3]1[CH:39]=[C:38]([Cl:40])[CH:37]=[CH:36][C:4]=1[CH2:5][NH:6][C:7]([C:9]1[C:18](=[O:19])[C:17]2[C:12](=[C:13]([O:29][CH3:30])[C:14]([N:21]3[CH2:26][CH:25]([CH3:27])[NH:24][CH:23]([CH3:28])[CH2:22]3)=[C:15]([F:20])[CH:16]=2)[N:11]([CH2:31][C:32]([F:35])([F:34])[F:33])[CH:10]=1)=[O:8].Cl[CH2:42][C:43]([O:45][CH2:46][CH3:47])=[O:44].[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:46]([O:45][C:43](=[O:44])[CH2:42][N:24]1[CH:23]([CH3:28])[CH2:22][N:21]([C:14]2[C:13]([O:29][CH3:30])=[C:12]3[C:17]([C:18](=[O:19])[C:9]([C:7]([NH:6][CH2:5][C:4]4[CH:36]=[CH:37][C:38]([Cl:40])=[CH:39][C:3]=4[Cl:2])=[O:8])=[CH:10][N:11]3[CH2:31][C:32]([F:34])([F:35])[F:33])=[CH:16][C:15]=2[F:20])[CH2:26][CH:25]1[CH3:27])[CH3:47]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 7751Ethyl chloroacetateHCID 11430Potassium CarbonateHCID 86623862N-(2,4-Dichlorobenzyl)-7-[(3RS,5RS)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-1-(2,2,2-trifluoroethyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide hydrochloride

생성물 1

HCID 76607269
Ethyl{(2RS,6SR)-4-[3-{[(2,4-dichlorobenzyl)amino]carbonyl}-6-fluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]-2,6-dimethylpiperazin-1-yl}ethanoate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

810.0 mg (1.29 mmol) of N-(2,4-dichlorobenzyl)-7-[(3RS,5SR)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinoline-3-carboxamide hydrochloride (Example 38A), 396.5 mg (3.24 mmol) of ethyl chloroacetate, 64.5 mg (0.39 mmol) of potassium iodide and 804.9 mg (5.82 mmol) of potassium carbonate are stirred under reflux in 20 ml of acetonitrile overnight. The Work-up takes place in analogy to the general working instructions 1, and after purification via preparative RP-HPLC (method 5) 1050 mg of the target compound are obtained.

후처리

  1. customafter purification via preparative RP-HPLC (method 5) 1050 mg of the target compound
  2. customare obtained

출처 및 근거

ORD 기록
ord-1a8901b900474ae392c580a53e80e00c
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07569563B2

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