HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 58585898, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 6-chloropyridine-3-carboxylate | HCID 254249 | — |
| Reactant | HCID 66743585 | HCID 66743585 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58585898 | HCID 58585898 | — |
Reaction Steps
A mixture of (3S)-N-(4-hydroxycyclohexyl)piperidine-3-carboxamide hydrochloride (19.7 mg, 0.0000750 mol, prepared by using a procedure that was analogous to that described for the synthesis of example 1, steps 1 and 2), methyl 6-chloronicotinate (15.4 mg, 0.0000900 mol) and N,N-diisopropylethylamine (37.5 μL, 0.000216 mol) in N,N-dimethylformamide (0.75 mL, 0.0097 mol) was irradiated under microwave at 200° C. for 15 min. The mixture was adjusted with TFA to pH=2.0 and was diluted with methanol (0.8 mL). The resulting solution was purified by prep.-HPLC to give the desired product. LCMS: m/z 362.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071624B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-1ccf6e3e861f4300902fd4bf8a7302d8 |
| Source note | uspto-grants-2011_12 |