Cesium carbonate → HCID 10222324, compound

HRID 1822834Notes

Reaction equation

HRID 1822834 reaction equation
[CH2:1]([C:3]1[CH:25]=[CH:24][CH:23]=[CH:22][C:4]=1[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([OH:18])=[C:13]([O:16][CH3:17])[CH:14]=2)[N:9]=[CH:8][C:7]=1[C:19]([NH2:21])=[O:20])[CH3:2].C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:33][CH2:34][O:35][CH3:36]>CN(C=O)C>[CH2:1]([C:3]1[CH:25]=[CH:24][CH:23]=[CH:22][C:4]=1[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:18][CH2:33][CH2:34][O:35][CH3:36])=[C:13]([O:16][CH3:17])[CH:14]=2)[N:9]=[CH:8][C:7]=1[C:19]([NH2:21])=[O:20])[CH3:2]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 809722-Bromoethyl methyl etherHCID 135788285HCID 135788285, compound

Product 1

HCID 10222324HCID 10222324, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-(2-ethylanilino)-7-hydroxy-6-methoxy-3-quinolinecarboxamide (0.22 g, 0.65 mmol), DMF (15 ml), Cs2CO3 (0.64 g, 1.98 mmol), and 2-bromoethylmethylether was stirred at 100° C. for 2 h. The reactionmixture was evaporated and chromatographed on furnishing the title compound (0.045 g, 18%.

Workup

  1. customThe reactionmixture was evaporated
  2. customchromatographed

Sources & evidence

ORD record
ord-a93601fed37c4446aec528f04ffff722
Source dataset
uspto-grants-2006_05
Patent number
US07037925B2

Reaction notes

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