HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → 2-Pyridin-4-yl-pyrimidine-5-carboxylic acid phenylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Tris(hydroxymethyl)aminomethane | HCID 6503 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-(Pyridin-4-yl)pyrimidine-5-carboxylic acid | HCID 22710213 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Pyridin-4-yl-pyrimidine-5-carboxylic acid phenylamide | HCID 16666412 | 16% |
Reaction Steps
A mixture of 2-pyridin-4-yl-pyrimidine-5-carboxylic acid (100 mg, 0.5 mmol), 1-hydroxybenzotriazole (76.1 mg, 0.56 mmol) and PS-DCC (539 mg, 1.25 mmol/g, 0.66 mmol) in DMF (8 mL) is shaken at room temperature for 15 min, and aniline (31 mg, 0.33 mmol) is added. After shaking at room temperature for 18 hours, PS-trisamine (398 mg, 3.75 mmol/g, 1.49 mmol) is added and the mixture is continually shaken at room temperature for 18 hours. The solid is filtered and washed with DCM. The filtrate is concentrated to yield 2-pyridin-4-yl-pyrimidine-5-carboxylic acid phenylamide (15 mg, 16%) as solid. MS: 277 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202863B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-e52338bb2fe74e63bc3bfa1e4ebf85ca |
| Source note | uspto-grants-2012_06 |