HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → [5-tert-Butyl-2-(3-hydroxy-propyl)-2H-pyrazol-3-yl]-carbamic acid 2,2,2-trichloroethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Reactant | 3-(5-Amino-3-tert-butyl-pyrazol-1-yl)-propan-1-ol | HCID 86686731 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | [5-tert-Butyl-2-(3-hydroxy-propyl)-2H-pyrazol-3-yl]-carbamic acid 2,2,2-trichloroethyl ester | HCID 86686732 | 63.1% |
Reaction Steps
A solution of Intermediate 35a (0.94 g, 4.76 mmol) in EtOAc (15 mL) was treated with aqueous NaOH (1M, 8.58 mmol), followed by 2,2,2-trichloroethyl chloroformate (0.79 mL, 5.72 mmol) and stirred at RT for 1.5 h. The two layers were separated, and the organic layer was washed with water (2×10 mL), dried (MgSO4), filtered and concentrated in vacuo to afford the title compound as a white solid (1.12 g, 63%). LCMS (Method 3): Rt 3.72 min, m/z 372/374 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835431B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-a2a062868e7845818b227bd3b51cf4ca |
| Source note | uspto-grants-2014_09 |