HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 178441436, 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)hexanoic acid | HCID 136391034 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178441436 | HCID 178441436 | 89.3% |
Reaction Steps
2-((3-benzyl-5-(4-hydroxyphenyl)pyrazin-2-yl)amino)hexanoic acid (130 mg, 0.33 mmol) was dissolved in DCM (10 mL). Pyridine (0.5 mL) was added followed by N,N′-Dicyclohexylcarbodiimide (137 mg, 0.67 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 (110 mg, 89%). 1H NMR (300 MHz, CD3OD, δ): 7.30 (m, 8H), 6.88 (d, 2H), 4.40 (s, 2H), 2.84 (t, 2H), 1.77 (m, 2H), 1.51 (m, 2H), 0.89 (m, 3H); MS (ESI) m/z 374.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139836B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-987f322a2c9c43f490c44d41cc3f26ce |
| Source note | uspto-grants-2015_09 |