Sodium Methoxide → HCID 135839369, compound

HRID 722165Notes

Reaction equation

HRID 722165 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-0c01fc300e804924a82b526562440c66
Source dataset
uspto-grants-2006_11
Patent number
US07138409B2

Reaction notes

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