HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-Trifluoromethyl-pyridine-2-carboxylic acid (6-chloro-pyrimidin-4-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Amino-6-chloropyrimidine | HCID 238012 | — |
| Reactant | 6-(Trifluoromethyl)pyridine-2-carbonyl chloride | HCID 37863468 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Trifluoromethyl-pyridine-2-carboxylic acid (6-chloro-pyrimidin-4-yl)-amide | HCID 86706565 | — |
Reaction Steps
To a solution of 4-amino-6-chloropyrimidine (230 mg, 1.78 mmol) in DCM (15 mL) is added 6-(trifluoromethyl)picolinoyl chloride (276 mg, 1.78 mmol) and DIPEA (0.912 ml, 5.33 mmol). The mixture is stirred overnight at RT. The mixture is diluted with DCM (10 mL), washed with saturated NaHCO3 solution (25 mL). The organic layer is dried over MgSO4 and evaporated under reduced pressure. The residue is purified by prep HPLC E, delivering the title compound as a yellowish solid (102 mg, 19%); LC-MS A: tR=0.89 min; [M+H]+=302.92.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428456B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-f3c94b70ba224265b9b9cfd9841f7878 |
| Source note | uspto-grants-2016_08 |