HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-{4-[4-((r)-1-Pyrrolidin-2-ylmethoxy)-phenoxy]-phenyl}-thiazole hydrochloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (R)-2-[4-(4-Thiazol-2-yl-phenoxy)-phenoxymethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 68996854 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-{4-[4-((r)-1-Pyrrolidin-2-ylmethoxy)-phenoxy]-phenyl}-thiazole hydrochloride salt | HCID 69000562 | 83% |
Reaction Steps
A solution of the product of step 3 (90 mg, 0.21 mmol) in dioxane (2 ml) was added 4M HCl in dioxane (0.5 ml, 2.1 mmol), and stirred at room temperature for 4 h. After the solvent was removed, the crude material was triturated with ether to afford the title product (60 mg, 83%); 1HNMR (400 MHz, CD3OD) δ 7.90 (d, J=8.4 Hz, 2H), 7.82 (d, J=3.2 Hz, 1H), 7.55 (d, J=3.6 Hz, 1H), 7.07 (s, 4H), 7.00 (d, J=8.8 Hz, 2H), 4.22 (dd, J=10.4, 3.2, 1H), 4.14 (m, 1H), 4.04 (m, 1H), 3.38 (m, 2H), 2.28 (m, 1H), 2.14 (m, 2H), 1.92 (m, 1H); LC/MS (ESI+) 88%; m/z: 353 (M+1, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598359B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-f06867fbaf2c46628ad1db7d40fd30fc |
| Source note | uspto-grants-2013_12 |