Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 68537893 | HCID 68537893 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68540442 | HCID 68540442 | 65% |
Reaction Steps
Place 2-p-tolyl-5-trimethylsilanyl-2H-pyrazole-3-carboxylic acid (620 mg, 2.26 mmol) in tert-butanol (5 mL) and toluene (5 mL). Add triethylamine (0.378 mL, 2.71 mmol), followed by diphenyl phosphoryl azide (0.586 mL, 2.71 mmol) and heat to 60° C. for 1 hour. Then heat to 100° C. for 19 hours. Concentrate reaction under reduced pressure. Subject residue to silica gel chromatography eluting with 0-30% EtOAc:hexane to yield 504 mg (65%) of (2-p-tolyl-5-trimethylsilanyl-2H-pyrazol-3-yl)-carbamic acid tert-butyl ester. MS(ES+): m/z=346.4 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07652015B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-d5118c4607644fc8abc59cff826f074b |
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| Source note | uspto-grants-2010_01 |
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