HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Amino-N-benzyl-6-(2-furyl)pyrimidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-Amino-6-(2-furyl)pyrimidine-4-carboxylic acid | HCID 28799599 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Amino-N-benzyl-6-(2-furyl)pyrimidine-4-carboxamide | HCID 45267987 | 40% |
Reaction Steps
A solution of 2-amino-6-(2-furyl)pyrimidine-4-carboxylic acid (103 mg, 0.5 mmol) in DMF (2 mL) was treated with benzylamine (59 mg, 0.55 mmol), EDCl (104 mg, 0.54 mmol) and 4-dimethylaminopyridine (66 mg, 0.54 mmol), stirred at room temperature for 17 h, poured into water (25 mL) and extracted with EtOAc (2×25 mL). The combined organic phase was washed with water (25 mL), dried (MgSO4), concentrated in vacuo and purified by chromatography [SiO2; isopropyl ether:EtOAc, (100:0-0:100)] to give the title compound (52 mg, 40%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07875600B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-2285890de6b1449bbec46ed0cb90b966 |
| Source note | uspto-grants-2011_01 |