Acetic Acid → HCID 22348136, compound

HRID 897232Notes

Reaction equation

HRID 897232 reaction equation
COC([C:5]1[C:6](=[O:28])[NH:7][C:8]2[C:13]([C:14]=1[NH:15][CH:16]1[CH2:21][CH2:20][N:19](C(OCC)=O)[CH2:18][CH2:17]1)=[CH:12][C:11]([Cl:27])=[CH:10][CH:9]=2)=O.C(O)(=O)C>Br>[Cl:27][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:28])[CH:5]=[C:14]2[NH:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 697369586-Chloro-4-(1-ethoxycarbonyl-piperidin-4-ylamino)2-oxo-1,2-dihydro-quinoline-3-carboxylic acid methyl ester

Product 1

HCID 22348136HCID 22348136, compoundYield 68.1%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

6-Chloro-4-(1-ethoxycarbonyl-piperidin-4-ylamino)2-oxo-1,2-dihydro-quinoline-3-carboxylic acid methyl ester (235 mg) was dissolved in HBr and acetic acid (1 mL, 30% by weight) and heated at 90° C. for 1 hr. The solvent was then evaporated to afford an orange solid (109 mg, 53%) which was carried onto the next step without characterization.

Workup

  1. customThe solvent was then evaporated

Sources & evidence

ORD record
ord-55a72b3ba11b4077a98f0e728b604069
Source dataset
uspto-grants-2005_07
Patent number
US06921821B2

Reaction notes

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