HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-(2-Tert-butylpyridin-4-yl)-4-methylthiazol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-[5-(2-tert-butyl-pyridin-4-yl)-4-methyl-thiazol-2-yl]acetamide | HCID 59293656 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-(2-Tert-butylpyridin-4-yl)-4-methylthiazol-2-amine | HCID 57417073 | 69.9% |
Reaction Steps
A mixture of N-[5-(2-tert-butyl-pyridin-4-yl)-4-methyl-thiazol-2-yl]-acetamide (Step 1.3) (2 g, 7 mmol), a 6N aqueous solution of HCl (10 mL) and EtOH (50 mL) is stirred for 2 h at 85° C., allowed to cool, quenched by addition of a saturated solution of NaHCO3 and extracted with DCM/MeOH (9:1, v/v). The organic phase is washed with a saturated solution of NaHCO3, dried (Na2SO4), filtered and concentrated. The residue is purified by silica gel column chromatography (DCM/MeOH, 1:0→96:4) to afford 1.21 g of the title compound as a yellow solid: ESI-MS: 248.1 [M+H]+; TLC: Rf=0.36 (DCM/MeOH, 9:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980259B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-b385adae16e541d9ba33b85f8abdd3d1 |
| Source note | uspto-grants-2015_03 |