This compound is generated by catalytic transfer hydrogenation (ammonium formate, Pd/C) of the nitro group in the upstream intermediate (Mirabegron Impurity F, CAS 521284-21-9), converting it to the free primary amine, which is then isolated and stabilized as its hydrochloride salt for improved crystallinity and handling. The resulting diaminophenol scaffold --- bearing both a free aniline amine and a chiral secondary amine-alcohol --- provides the two reactive nitrogen sites required for the final coupling step: reaction with 2-(2-aminothiazol-4-yl)acetic acid derivatives installs the thiazolylacetamide moiety that completes mirabegron's structure.
(R)-2-[[2-(4-Aminophenyl)ethyl]amino]-1-phenylethanol monohydrochloride is the hydrochloride salt form of the key diamine intermediate in mirabegron synthesis (free base: CAS 391901-45-4, Mirabegron Impurity 6/M16). It represents the final penultimate building block before thiazole ring coupling completes the mirabegron API structure.
| Chemical Name | (R)-2-[[2-(4-Aminophenyl)ethyl]amino]-1-phenylethanol Monohydrochloride |
| CAS Number | 521284-22-0 |
| IUPAC Name | (1R)-2-[2-(4-Aminophenyl)ethylamino]-1-phenylethanol Hydrochloride |
| Molecular Formula | C16H21ClN2O |
| Molecular Weight | 292.80 g/mol g/mol |
Final key intermediate before thiazole coupling completes the mirabegron drug substance structure.
Supports quality control testing across mirabegron manufacturing quality programs.
Used in ANDA/NDA filings requiring characterized advanced intermediate reference materials.
Central to route scale-up and process validation for commercial mirabegron production.
J. Med. Chem.
Org. Process Res. Dev. (process chemistry reference)
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