HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-(azidomethyl)-5-chloro-1,3-dimethyl-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | (5-chloro-1,3-dimethyl-1H-pyrazol-4-yl)methanol | HCID 13673186 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(azidomethyl)-5-chloro-1,3-dimethyl-1H-pyrazole | HCID 61373454 | — |
Reaction Steps
To a solution of compound 2 (538 mg, 3.36 mmol) in toluene (10 mL) was added DPPA (1.1 mL, 5.04 mmol) and DBU (0.6 mL, 6.72 mmol) at 0° C. After stirring for 1 hr, the reaction mixture was warmed to room temperature and stirred for 24 hr. EA (20 mL) was added and the mixture was washed with water, brine, concentrated to give a yellow solid which was used without further purification. LCMS (ESI) m/z=186 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353104B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-bbdd22a442f946d58134a1e30e1dea0f |
| Source note | uspto-grants-2016_05 |