Ethyl Acrylate → HCID 68977399, compound

HRID 2099321Notes

Reaction equation

HRID 2099321 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:24])=[C:11]([N:16]4[CH2:21][CH:20]([CH3:22])[NH:19][CH:18]([CH3:23])[CH2:17]4)[C:12]=3[O:14][CH3:15])[C:7](=[O:25])[C:6]([C:26]([NH:28][CH2:29][C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][C:31]=3[Cl:37])=[O:27])=[CH:5]2)[CH2:3][CH2:2]1.Cl([O-])(=O)(=O)=O.[Li+].[C:44]([O:48][CH2:49][CH3:50])(=[O:47])[CH:45]=[CH2:46]>>[ClH:36].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:24])=[C:11]([N:16]4[CH2:17][CH:18]([CH3:23])[N:19]([CH2:46][CH2:45][C:44]([O:48][CH2:49][CH3:50])=[O:47])[CH:20]([CH3:22])[CH2:21]4)[C:12]=3[O:14][CH3:15])[C:7](=[O:25])[C:6]([C:26]([NH:28][CH2:29][C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][C:31]=3[Cl:37])=[O:27])=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 8821Ethyl AcrylateHCID 23665649Lithium perchlorateHCID 668599621-Cyclopropyl-N-(2,4-dichlorobenzyl)-7-[(3RS,5SR)-3,5-dimethylpiperazin-1-yl]-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxamide

Product 1

HCID 68977399HCID 68977399, compound

Procedure

150 mg of the compound from Example 39A are provided with 4 eq. of lithium perchlorate and ethyl acrylate in excess (approximately 400 μl) is added. The suspension is stirred at RT for 12 h and then purified directly via preparative HPLC (method 6). 79 mg (42% of theory) of the title compound are obtained.

Workup

  1. additionis added
  2. custompurified directly via preparative HPLC (method 6)

Sources & evidence

ORD record
ord-0a420a2235da40428312d5f8857998d5
Source dataset
uspto-grants-2009_08
Patent number
US07569563B2

Reaction notes

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