HCID 47149234, compound → HCID 59161970, compound

HRID 216331Notes

Reaction equation

HRID 216331 reaction equation
[CH3:1][Mg]Br.CON(C)[C:7](=[O:19])[C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[CH:17][CH:16]=[N:15]2)=[N:10][CH:9]=1>O1CCCC1>[N:14]1([C:11]2[N:10]=[CH:9][C:8]([C:7](=[O:19])[CH3:1])=[CH:13][CH:12]=2)[CH:18]=[CH:17][CH:16]=[N:15]1

Participants

4

Reactant 2

HCID 47149234HCID 47149234, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 59161970HCID 59161970, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methylmagnesium bromide (3 M in tetrahydrofuran) (3.16 mL, 9.5 mmol) was added to a −78° C. solution of N-methoxy-N-methyl-6-(1H-pyrazol-1-yl)nicotinamide (2.0 g, 8.6 mmol) in tetrahydrofuran (10 mL). After stirring at ambient temperature overnight, the reaction mixture was quenched with brine and extracted with ethyl acetate. The combined organic extracts were dried (magnesium sulfate) and concentrated in vacuo to afford the title compound.

Workup

  1. customthe reaction mixture was quenched with brine
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic extracts were dried (magnesium sulfate)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5d0799ced85c4737a9e4e275e5ff81a5
Source dataset
uspto-grants-2012_06
Patent number
US08193228B2

Reaction notes

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