HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 66738959, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59660701 | HCID 59660701 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66738959 | HCID 66738959 | 89% |
Reaction Steps
To a 20 mL vial which contained a solution of (R)-2-(4-Pyrrol-1-yl-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 1 (220 mg, 0.66 mmol) in dioxane (2 mL) was added HCl (4 N in dioxane, 2 mL) at 0° C. The mixture was allowed to warm to rt and stir at rt for 16 h. The solvent was removed and the crude was purified by recrystallization from MeOH-ether to yield the desired product (158 mg, 89%); 1HNMR (400 MHz, CDCl3) 7.52 (d, J=9.2 Hz, 2H), 7.27 (t, J=2.0 Hz, 2H), 7.07 (d, J=9.2 Hz, 2H), 6.23 (t, J=2.0 Hz, 2H), 4.28 (dd, J1=10.4 Hz, J2=3.6 Hz, 1H), 4.12-4.17 (m, 1H), 3.86-3.96 (m, 1H), 3.18-3.27 (m, 2H), 2.06-2.16 (m, 1H), 1.86-2.02 (m, 2H), 1.68-1.78 (m, 1H); LCMS; m/z (ESI+ 243.5, M+1); 93%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08115005B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-a01db83c753a406683da58259e505f36 |
| Source note | uspto-grants-2012_02 |