HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2,6-Dimethoxy-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrimidin-2-yl]amino}cyclopentyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-5-(trifluoromethyl)pyrimidine | HCID 13317019 | — |
| Reactant | N-((1S,2S)-2-aminocyclopentyl)-2,6-dimethoxybenzamide hydrochloride | HCID 118308159 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2,6-Dimethoxy-N-[(1S,2S)-2-{[5-(trifluoromethyl)pyrimidin-2-yl]amino}cyclopentyl]benzamide | HCID 118308142 | — |
Reaction Steps
A microwave vial was charged with N-[(1S,2S)-2-aminocyclopentyl]-2,6-m dimethoxybenzamide hydrochloride (Intermediate 5; 80 mg, 0.27 mmol), DIPEA (0.139 ml, 0.80 mmol), 2-chloro-5-(trifluoromethyl)pyrimidine (CAS number 69034-12-4; 0.058 mg, 0.32 mmol) and dry NMP (0.9 ml). The resulting mixture was subjected to microwave irradiation at 250° C. for 20 minutes. The crude material was purified by reverse phase preparative HPLC (eluted with acetonitrile/water with 0.1% ammonia) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156829B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-64a4b7ab3341496296499f6cf7c5496f |
| Source note | uspto-grants-2015_10 |