HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 89463179, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium chloride monohydrate | HCID 57429219 | — |
| Reactant | HCID 89463160 | HCID 89463160 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89463179 | HCID 89463179 | 60% |
Reaction Steps
To a solution of methyl 5-((2-methoxy-2-oxoethyl)(methyl)carbamoyl)-1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylate (1.1 g, 2.93 mmol) in DMF (20 mL) was added NaH (0.12 g, 2.85 mmol, 60% in mineral oil) and the mixture was stirred a ambient temperature under nitrogen atmosphere for 50 min. Saturated NH4Cl/water was slowly added and stirring at ambient temperature continued for 50 min. The solid was filtered, dissolved in dichloromethane and the filtrate dried over sodium sulfate and concentrated to provide the title compound (0.60 g, 60%). 1H NMR (400 MHz, DMSO-d6) δ ppm 10.2 (s, 1H), 8.1 (s 1H), 7.22 (d, 2H), 6.9 (d, 2H), 5.8 (s, 2H), 3.9 (s, 3H), 3.7 (s, 3H), 3.42 (s, 3H); ES-LCMS: 344 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012642B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-1779b92d55934e1f9b09bf8a284edfb8 |
| Source note | uspto-grants-2015_04 |