HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 178510020, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 2-Chloronicotinonitrile | HCID 81079 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178525737 | HCID 178525737 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178510020 | HCID 178510020 | — |
Reaction Steps
A mixture of cis-4-[(5S)-1-oxo-2,7-diazaspiro[4.5]dec-2-yl]cyclohexyl benzoate (19.0 mg, 0.0000533 mol), 2-chloronicotinonitrile (8.12 mg, 0.0000586 mol) and N,N-diisopropylethylamine (20.0 μL, 0.000115 mol) in N-methylpyrrolidinone (0.6 mL, 0.006 mol) was irradiated by microwave at 180° C. for 20 min. After cooling to rt, lithium hydroxide aqueous solution (1.0 M, 0.150 mL) was added, followed by methanol (0.2 mL). The mixture was heated at 100° C. for 5 h. The crude reaction mixture was then purified by prep-HPLC under basic conditions to afford the desired product. LC-MS: 355.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563570B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-017edd4360e945d5b2e208ac02048fcf |
| Source note | uspto-grants-2013_10 |