HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3'-(2-Amino-ethylamino)-biphenyl-3-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl 3'-(2-(tert-butoxycarbonylamino)ethylamino)biphenyl-3-carboxylate | HCID 21191174 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3'-(2-Amino-ethylamino)-biphenyl-3-carboxylic acid methyl ester | HCID 21191167 | 22% |
Reaction Steps
To methyl-3′-[(2-[[(tert-butoxy)carbonyl]amino]ethyl)amino]-[1,1′-biphenyl]-3-carboxylate (730 mg) was added 4 N HCl in dioxane (20 mL) and the mixture was stirred under nitrogen for 16 h. The white mixture was diluted with ether, and the dihydrochloride salt of the title compound was collected as a white solid (566 mg) by suction filtration. A portion of this material (128 mg) was partitioned between saturated aqueous sodium bicarbonate (30 mL) and ethyl acetate (30 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated to give the title compound (117 mg) as a colorless oil. Electrospray MS (positive ion): (M+H) 272
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06251925B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-10c5bb44a7a4457c823b4b219dcf93c0 |
| Source note | uspto-grants-2001_06 |