HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → HCID 16666414, 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-(Pyridin-2-yl)pyrimidine-5-carboxylic acid | HCID 24903633 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 16666414 | HCID 16666414 | 23% |
Reaction Steps
A mixture of 2-pyridin-2-yl-pyrimidine-5-carboxylic acid (100 mg, 0.5 mmol, prepared according to the general procedure described in Example 2, steps 1 and 2), 1-hydroxybenzotriazole (76.1 mg, 0.56 mmol) and PS-DCC (518 mg, 1.28 mmol/g, 0.66 mmol) in 8 mL of DMF is shaken at room temperature for 15 minutes, and aniline (31 mg, 0.33 mmol) is added. After shaking at room temperature for 18 hours, PS-trisamine (400 mg, 3.75 mmol/g, 1.5 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-2-yl-pyrimidine-5-carboxylic acid phenylamide (21 mg, 23%) as a 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-0213044da0f147e29213fde0d4b2177d |
| Source note | uspto-grants-2012_06 |