HCID 67183996, compound → HCID 178522843, compound

HRID 1843619Notes

Reaction equation

HRID 1843619 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([C:20]3[CH:21]=[C:22]([CH:37]=[CH:38][CH:39]=3)[CH2:23][NH:24][C:25](=[O:36])[C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)=[N:9][N:10](COCC[Si](C)(C)C)[CH:11]=2)=[CH:3][CH:2]=1>Cl.O1CCOCC1>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([C:20]3[CH:21]=[C:22]([CH:37]=[CH:38][CH:39]=3)[CH2:23][NH:24][C:25](=[O:36])[C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:34])([F:35])[F:33])=[CH:28][CH:27]=3)=[N:9][NH:10][CH:11]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 67183996HCID 67183996, compound

Product 1

HCID 178522843HCID 178522843, compoundYield 31.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

N-{3-[4-pyridin-4-yl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazol-3-yl]-benzyl}-4-trifluoromethyl-benzamide (0.10 g, 0.19 mmol) was stirred in HCl 4M in dioxane at room temperature for 4 h. The solvent was evaporated under vacuum and the crude product was purified by reverse phase HPLC yielding N-[3-(4-pyridin-4-yl-1H-pyrazol-3-yl)-benzyl]-4-trifluoromethyl-benzamide (0.025 g, 0.06 mmol, 31%) as a solid.

Workup

  1. customThe solvent was evaporated under vacuum
  2. customthe crude product was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-99f249ebc629497c82f18ca15ad8fb49
Source dataset
uspto-grants-2015_02
Patent number
US08946250B2

Reaction notes

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