HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4,4-dimethyl-4H,6H,7H-pyrano[4,3-d][1,3]thiazol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Tert-butyl 5-(2-hydroxypropan-2-yl)-4-(2-(tetrahydro-2h-pyran-2-yloxy)ethyl)thiazol-2-ylcarbamate | HCID 87179654 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4,4-dimethyl-4H,6H,7H-pyrano[4,3-d][1,3]thiazol-2-amine | HCID 87179372 | — |
Reaction Steps
To a solution of Example 251D (4.6 g, 11 mmol) in tetrahydrofuran was added concentrated HCl (6.9 mL). The reaction mixture was heated at reflux for overnight and then cooled. The mixture was basified with 5N NaOH (17 mL) and extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (SiO2, 0-10% methanol in CH2Cl2) to afford the title compound. MS (ESI+) m/z 185 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841334B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-ca7ffc71083a48c6acdf0aa048c6f2e4 |
| Source note | uspto-grants-2014_09 |