HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 44480346, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 58443390 | HCID 58443390 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 44480346 | HCID 44480346 | 44% |
Reaction Steps
A solution of 5-bromomethyl-1-(4-chloro-phenyl)-1H-pyrazole-4-carboxylic acid [(S)-1-(3-trifluoromethyl-phenyl)-butyl]-amide (50 mg, 0.091 mmol) in DMF (2 mL) is treated with methylamine in THF (2.0 N solution, 49 μL, 0.091 mmol) and the resultant solution is heated in a microwave at 125° C. for 5 min. The crude reaction mixture is concentrated in vacuo and purified by preparative reverse phase HPLC (eluted with 10 to 90% CH3CN/H2O and 0.1% TFA as additive) to afford 5-aminomethyl-1-(4-chloro-phenyl)-1H-pyrazole-4-carboxylic acid [(S)-1-(3-trifluoromethyl-phenyl)-butyl]-amide (20 mg, 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293917B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-ff19966e993848b19f82e2464ac281be |
| Source note | uspto-grants-2012_10 |