HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-(2-(2-Aminothiazol-5-yl)ethyl)thieno[3,2-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | {5-[2-(Thieno[3,2-d]pyrimidin-4-ylamino)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester | HCID 86603168 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(2-(2-Aminothiazol-5-yl)ethyl)thieno[3,2-d]pyrimidin-4-amine | HCID 44230296 | — |
Reaction Steps
To a solution of compound 14.2 (14.5 mmol) in 1,4-dioxane (30 mL) was added anhydrous HCl (20 mL of a 4 N solution in 1,4-dioxane) after stirring at room temperature for 2 hours the reaction was concentrated to dryness, diluted with water and the solution adjusted to pH 8 with saturated sodium bicarbonate. The slurry was extracted several times with EtOAc and the organic layers were combined, dried and concentrated to provide [2-(2-amino-thiazol-5-yl)-ethyl]-thieno[3,2-d]pyrimidin-4-yl-amine (compound 14.3) in 88% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601725B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-a67880b5f57646fca3e479f89a4124b7 |
| Source note | uspto-grants-2009_10 |