Dimethylformamide → HCID 86633065, compound

HRID 1094201Notes

Reaction equation

HRID 1094201 reaction equation
CN(C=O)C.[CH:6]1([NH:12][C:13]2[CH:22]=[C:21]3[C:16]([C:17](=[O:35])[C:18]([NH:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:19][N:20]3[CH:23]([CH2:26][CH3:27])[CH2:24][CH3:25])=[CH:15][C:14]=2[F:36])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[CH2:37](Br)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.C(=O)([O-])[O-].[K+].[K+]>O>[CH2:37]([N:28]([CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])[C:18]1[C:17](=[O:35])[C:16]2[C:21](=[CH:22][C:13]([NH:12][CH:6]3[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]3)=[C:14]([F:36])[CH:15]=2)[N:20]([CH:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH:19]=1)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 86633053HCID 86633053, compound

Product 1

HCID 86633065HCID 86633065, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 3.2 ml DMF solution of 160 mg of ethyl {[7-(cyclohexylamino)-1-(1-ethylpropyl)-6-fluoro-4-oxo-1,4-dihydro quinolin-3-yl]amino}acetate were added 0.05 ml of benzyl bromide and 75 mg of potassium carbonate, followed by overnight stirring at room temperature. By adding water to the reaction mixture and collecting the insoluble materials by filtration, 200 mg of ethyl {benzyl[7-(cyclohexylamino)-1-(1-ethylpropyl)-6-fluoro-4-oxo-1,4-dihydro quinolin-3-yl]amino}acetate was obtained.

Workup

  1. customcollecting the insoluble materials
  2. filtrationby filtration

Sources & evidence

ORD record
ord-501c38138fea4bfea941137a7a2db8a6
Source dataset
uspto-grants-2012_03
Patent number
US08133882B2

Reaction notes

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