HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (S)-N-(1-(4-Bromophenyl)ethyl)-1H-pyrazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | (alphaS)-4-Bromo-alpha-methylbenzenemethanamine | HCID 852999 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | Pyrazole-4-carboxylic acid | HCID 3015937 | — |
| Product | (S)-N-(1-(4-Bromophenyl)ethyl)-1H-pyrazole-4-carboxamide | HCID 89672302 | — |
Reaction Steps
To 5.0 g (44.6 mmol) 4-pyrazolecarboxylic acid in 100 mL DMF 15.2 mL (89.2 mmol) DIPEA and 15.7 g (49.1 mmol) TBTU are added and the mixture is stirred for 10 min at rt. Subsequently 8.9 g (44.6 mmol) (S)-1-(4-bromophenyl)ethylamine are added and stirring is continued over night. The mixture is poured on water and is extracted with ethyl acetate. The combined organic layers are dried over sodium sulphate and the solvent is removed in vacuo. The residue is triturated with DCM to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530461B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-35c558e166d3439c925f4ad65b21b742 |
| Source note | uspto-grants-2013_09 |