Potassium Carbonate → HCID 59384259, compound

HRID 2356603Notes

Reaction equation

HRID 2356603 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:20])=[C:6]([CH2:8][C:9]2[N:14]=[C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:12]=[CH:11][CH:10]=2)[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:27][C:28]1[CH:35]=[CH:34][CH:33]=[CH:32][C:29]=1[CH2:30]Br>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH2:30][C:29]2[CH:32]=[CH:33][CH:34]=[CH:35][C:28]=2[Cl:27])=[C:6]([CH2:8][C:9]2[N:14]=[C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:12]=[CH:11][CH:10]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11905alpha-Bromo-o-chlorotolueneHCID 59384254Ethyl 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylate

Product 1

HCID 59384259HCID 59384259, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A solution of ethyl 6-[(5-chloro-2-hydroxyphenyl)methyl]-2-pyridinecarboxylate (60 mg, 0.21 mmol) in dry dimethylformamide (2.1 ml) was stirred at room temperature under an atmosphere of argon. Potassium carbonate (44 mg, 0.32 mmol) was added to the stirred solution. 2-Chlorobenzyl bromide (51 mg, 0.25 mmol) was added to the stirred solution. The solution was heated to 80° C. for ˜17 hours (overnight). The reaction was worked up to yield the title compound.

Sources & evidence

ORD record
ord-65fabd8a2c0441a9b9b2154916f17fa0
Source dataset
uspto-grants-2010_07
Patent number
US07759369B2

Reaction notes

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