Potassium Carbonate → HCID 178517801, compound

HRID 1854724Notes

Reaction equation

HRID 1854724 reaction equation
C([O:4][C:5]1[C:10]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[CH:9][C:8]([Br:20])=[C:7]([Cl:21])[N:6]=1)(=O)C.C([O-])([O-])=O.[K+].[K+]>CO>[Br:20][C:8]1[CH:9]=[C:10]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:5]([OH:4])=[N:6][C:7]=1[Cl:21]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 90402679HCID 90402679, compound

Product 1

HCID 178517801HCID 178517801, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-bromo-6-chloro-3-((4-fluorophenyl)ethynyl)pyridin-2-yl acetate (5.5 g, 15 mmol) was suspended in MeOH (75 ml) and K2CO3 (4.12 g, 29.8 mmol) was added. The mixture was stirred at rt for 1 h. At this point, LCMS and TLC show no remaining SM. The mixture was then sparged with a balloon of CO for ten minutes and carried onto the following step, carbonylative coupling, without isolation.

Workup

  1. customThe mixture was then sparged with a balloon of CO for ten minutes

Sources & evidence

ORD record
ord-7e624870a1964dafb0221cb1d7a2f589
Source dataset
uspto-grants-2015_02
Patent number
US08962651B2

Reaction notes

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