HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 178439852, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-((3-Benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl)amino)pentanoic acid | HCID 136391033 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178439852 | HCID 178439852 | 86% |
Reaction Steps
2-((3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl)amino)pentanoic acid (49 mg, 0.13 mmol) was dissolved in DCM (10 mL). Pyridine (0.5 mL) was added followed by N,N′-Dicyclohexylcarbodiimide (54 mg, 0.26 mmol). The reaction mixture was slowly stirred at room temperature for 1 hr. The solvent was evaporated, and the residue purified by flash chromatography (eluting solvent: EtOAc to DCM to 10% methanol in DCM) to give the product as a yellow powder (40 mg, 86%). NMR (300 MHz, CD3OD, δ): 7.35 (m, 8H), 6.88 (d, J=9.0 Hz, 2H), 4.40 (s, 2H), 2.81 (t, J=7.5 Hz, 2H), 1.81 (m, 2H), 1.02 (t, J=7.5 Hz, 3H); MS (ESI) m/z 359.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809529B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-14a77ac59040459cbbc6d1bcd1d5e256 |
| Source note | uspto-grants-2014_08 |