Dimethylformamide → HCID 86600270, compound

HRID 916929Notes

Reaction equation

HRID 916929 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9](O)=[O:10])=[CH:7][C:6]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:5]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[N:4]=1.CN(C=O)C.C(Cl)(=O)C([Cl:33])=O>C(Cl)Cl>[CH3:1][O:2][C:3]1[C:8]([C:9]([Cl:33])=[O:10])=[CH:7][C:6]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:5]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[N:4]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 69417551HCID 69417551, compound

Product 1

HCID 86600270HCID 86600270, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 2-(methoxy)-6-(4-chlorophenyl)-5-(phenyl)pyridine-3-carboxylic acid (126 mg, 0.37 mmol) from Step A and a drop of DMF (cat.) in methylene chloride (5 mL) was added oxalyl chloride (0.16 mL, 1.85 mmol). The reaction was stirred at rt for 2 h and was then evaporated to dryness in vacuo. The crude acid chloride was used directly in the subsequent amide formations.

Workup

  1. customwas then evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-181100e20b324433a672a9c7c1decda7
Source dataset
uspto-grants-2007_09
Patent number
US07271266B2

Reaction notes

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