Oxalyl chloride → HCID 58574608, compound

HRID 1619390Notes

Reaction equation

HRID 1619390 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10]2[CH:23]=[CH:22][N:13]3[C:14](=[O:21])[C:15]([C:18](O)=[O:19])=[CH:16][N:17]=[C:12]3[CH:11]=2)[CH:5]=[CH:6][CH:7]=1.C(Cl)(=O)C([Cl:27])=O>CN(C=O)C.ClCCl>[F:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10]2[CH:23]=[CH:22][N:13]3[C:14](=[O:21])[C:15]([C:18]([Cl:27])=[O:19])=[CH:16][N:17]=[C:12]3[CH:11]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 58574452HCID 58574452, compound

Product 1

HCID 58574608HCID 58574608, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 8-((3-fluorophenyl)ethynyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid (50 mg, 0.162 mmol, 1 equiv) and 1 drop DMF in dichloromethane was added oxalyl dichloride (1 mL) dropwise. The reaction mixture was stirred at room temperature for 3 h and concentrated to give the desired product, which was directly used for the next step.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-144214959916420982389130bf0b662a
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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