HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloropyrimidine → 5-{[(2-Chloro-4-pyrimidinyl)amino]methyl}-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | 5-(aminomethyl)-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile | HCID 66825558 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-{[(2-Chloro-4-pyrimidinyl)amino]methyl}-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile | HCID 86697023 | 71.4% |
Reaction Steps
A solution of 5-(aminomethyl)-2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile (500 mg, 1.530 mmol), 2,4-dichloropyrimidine (239 mg, 1.607 mmol) and TEA (1.280 mL, 9.18 mmol) in the N,N-dimethylformamide (5 mL) was stirred at rt overnight. Purification via Biotage-C18 system afforded the title product (480 mg) as a white solid. LC-MS (ESI): m/z 439 [M+H]+; 3.56 min (ret time).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859573B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f41d361d17b541ddb0e40b9ae3843ab7 |
| Source note | uspto-grants-2014_10 |