Potassium Carbonate → HCID 68276410, compound

HRID 334400Notes

Reaction equation

HRID 334400 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7](=[S:10])[NH:6][C:5]=1[C:11]#[N:12])([O-:3])=[O:2].[F:13][C:14]1[CH:15]=[C:16]([CH:26]=[C:27]([F:29])[CH:28]=1)[CH2:17]C(Br)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[F:13][C:14]1[CH:15]=[C:16]([CH:26]=[C:27]([F:29])[CH:28]=1)[CH2:17][S:10][C:7]1[N:6]=[C:5]([C:11]#[N:12])[C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 68276362HCID 68276362, compoundHCID 86680557HCID 86680557, compound

Product 1

HCID 68276410HCID 68276410, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 3-nitro-6-thioxo-1,6-dihydropyridin-2-carbonitrile (4.42 mmol, 1.34 g), 3,5-diflurobenzylbenzylbromide (8.83 mmol, 1.828 g), and K2CO3 (11.04 mmol, 1.525 g) in 5 ml of acetone is heated at 70° C. for 10 hours and then evaporated under reduced pressure. The residue is purified by silica gel chromatography (AcOEt/heptane) to yield 1.33 g (98%) of the expected product.

Workup

  1. customevaporated under reduced pressure
  2. customThe residue is purified by silica gel chromatography (AcOEt/heptane)

Sources & evidence

ORD record
ord-2ffa16ac249644668b329707c066edfe
Source dataset
uspto-grants-2014_11
Patent number
US08883821B2

Reaction notes

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