HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (S)-4-(2-amino-5-bromopyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (S)-2-amino-2-(3-chlorophenyl)ethanol | HCID 59694427 | — |
| Reactant | 4-(2-Amino-5-bromopyridin-3-yl)-2-fluorobenzoic acid | HCID 118046788 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-4-(2-amino-5-bromopyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide | HCID 118046407 | — |
Reaction Steps
To a solution of 4-(2-amino-5-bromopyridin-3-yl)-2-fluorobenzoic acid (300 mg, 0.964 mmol) in THF (8.036 mL) was added (S)-2-amino-2-(3-chlorophenyl)ethanol (331 mg, 1.157 mmol). The reaction mixture was stirred for 15 h. After water was added, the reaction mixture was worked up with EtOAc, the organic layer was dried over anhydrous Na2SO4, filtered off and concentrated in vacuo. The crude (S)-4-(2-amino-5-bromopyridin-3-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-2-fluorobenzamide was used for the next step without further purification. LCMS (m/z): 464.1/466.1 (MH+), 0.69 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242996B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-7a028974886b4cff8ba4e7a4d3512b0e |
| Source note | uspto-grants-2016_01 |