HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-methyl 2-amino-3-(3-bromo-5-fluorophenyl)propanoate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (2S,5R)-2-(3-bromo-5-fluorobenzyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine | HCID 90280221 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (S)-methyl 2-amino-3-(3-bromo-5-fluorophenyl)propanoate hydrochloride | HCID 90280217 | 70% |
Reaction Steps
A stirred solution of (2S,5R)-2-(3-bromo-5-fluorobenzyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine (1.21 g, 3.27 mmol) in acetonitrile (15 mL) was treated with 0.3 N aqueous HCl (15 mL). The reaction was stirred for 2 h and then neutralized with the addition of 1N aq. NaOH. The acetonitrile was removed in vacuo and the solution was extracted with EtOAc. The organics were combined, dried over sodium sulfate, and removed in vacuo to provide (S)-methyl 2-amino-3-(3-bromo-5-fluorophenyl)propanoate hydrochloride (720 mg, 70%). MS (m/z) 276 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012441B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-b8b17199c0d342caa0078262c56130b9 |
| Source note | uspto-grants-2015_04 |