HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → HCID 16666417, compound
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-(2-Fluorophenyl)pyrimidine-5-carboxylic acid | HCID 17606350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 16666417 | HCID 16666417 | 63% |
Reaction Steps
A mixture of 2-(2-fluoro-phenyl)-pyrimidine-5-carboxylic acid (105 mg, 0.48 mmol, prepared according to the general procedure described in Example 2, steps 1 and 2), 1-hydroxybenzotriazole (74 mg, 0.54 mmol) and PS-DCC (501 mg, 1.28 mmol/g, 0.64 mmol) in DMF (8 mL) is shaken at room temperature for 15 min. Aniline (29.9 mg, 0.32 mmol) is added. The mixture is shaken at room temperature for 18 hours. PS-trisamine (385 mg, 3.75 mmol/g, 1.44 mmol) is added and the mixture is continually shaken at room temperature for 18 hours. The solid is filtered and washed with EtOAc. The filtrate is concentrated to afford 2-(2-fluoro-phenyl)-pyrimidine-5-carboxylic acid phenylamide (60 mg, 63%) as a solid. MS: 294 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202863B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-1e9b2f6c25c44088b37ebfb99d8c7b84 |
| Source note | uspto-grants-2012_06 |