HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Tert-butyl (5-ethynyl-4-methylthiazol-2-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methyl-5-trimethylsilanylethynyl-thiazol-2-yl)-carbamic acid tert-butyl ester | HCID 86630950 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Tert-butyl (5-ethynyl-4-methylthiazol-2-yl)carbamate | HCID 86630951 | 86% |
Reaction Steps
To the above prepared (4-methyl-5-trimethylsilanylethynyl-thiazol-2-yl)-carbamic acid tert-butyl ester (0.592 g, 1.907 mmol), dissolved in 10 mL of MeOH, was added K2CO3 (0.395 g, 1.5 eq.)) and the mixture was stirred for 2 h at ambient temperature. Pouring onto crashed ice/NH4Cl, twofold extraction with ethyl acetate, washing with water and brine, drying over sodium sulfate, and evaporation to dryness, followed by flash chromatography (SiO2, hexane/ethyl acetate=4/1), produced 0.391 g of the title compound as light brown foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973051B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-71cc0c9715ef459a899dd3a5333bd408 |
| Source note | uspto-grants-2011_07 |