Sodium Methoxide → HCID 135839369, compound

HRID 353801Notes

Reaction equation

HRID 353801 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]([NH:13][C:14]1[NH:18][N:17]=[CH:16][C:15]=1[C:19]#[N:20])=[O:12].C[O-].[Na+]>O>[NH2:20][C:19]1[C:15]2[CH:16]=[N:17][NH:18][C:14]=2[NH:13][C:11](=[O:12])[C:10]=1[C:2]1[NH:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 21883425HCID 21883425, compound

Product 1

HCID 135839369HCID 135839369, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(1H-Benzimidazol-2-yl)-N-(4-cyano-1H-pyrazol-5-yl)acetamide (1.0 eq) was heated in NaOMe (20 eq, 0.5 M in MeOH) at 100° C. for 2 days. H2O was added, and the mixture was extracted with EtOAc. The organic layer was washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a solid. The material was purified by reverse phase HPLC. LC/MS m/z 267.1 (MH+), Rt 1.57 minutes.

Workup

  1. extractionthe mixture was extracted with EtOAc
  2. washThe organic layer was washed with H2O and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto yield a solid
  7. customThe material was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-f045f4c6c1f64c2db145abb22c0aa865
Source dataset
uspto-grants-2004_06
Patent number
US06756383B2

Reaction notes

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