HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 67036759, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3-(1,3-Oxazol-5-yl)aniline | HCID 2739289 | — |
| Reactant | 1-[(Tert-butoxy)carbonyl]-4-methylpiperidine-4-carboxylic acid | HCID 23282848 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67036759 | HCID 67036759 | — |
Reaction Steps
To a solution of 1-(tert-butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (61.3 mg, 0.252 mmol) and pyridine (79.7 mg, 0.08 mL, 1.01 mmol) in 1,2-dichloroethane (2 mL) at 0° C. was added DMF (1-2 drops) followed by oxalyl chloride (31.9 mg, 0.022 mL, 0.252 mmol). The reaction was stirred for 0.5 hour, and 3-(oxazol-5-yl)aniline (40.4 mg, 0.252 mmol) was added. The reaction was allowed to stir for another 1.5 hours. The mixture was diluted with ethyl acetate (10 mL), and the organics were washed with 0.1 N HCl (2×10 mL), brine (4 mL), dried over MgSO4, filtered, and concentrated to give the title compound, which was used in the next step without further purification. MS (ES+) [M+H]+=386.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193202B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-5dddd8738fb7483dadad9cbca615ce48 |
| Source note | uspto-grants-2012_06 |