HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-6-chloro-2-methylthiopyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloro-4-methoxybenzylamine | HCID 738038 | — |
| Reactant | 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid | HCID 22053577 | — |
| Solvent | Citric Acid | HCID 311 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-6-chloro-2-methylthiopyrimidine | HCID 17848268 | — |
Reaction Steps
To a mixture of 4,6-dichloro-5-carboxy-2-methylthiopyrimidine (prepared in the above (1)) 500 mg and triethylamine 0.58 ml in dimethylformamide 3 ml is added 3-chloro-4-methoxybenzylamine 359 mg in dimethylformamide 3 ml at room temperature over a period of 15 minutes, and the mixture is stirred for 4 hour. The reaction mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The organic layer is washed, dried and concentrated in vacuo to give 4-(3-chloro-4-methoxybenzylamino)-5-carboxy-6-chloro-2-methylthiopyrimidine as a slightly brown powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273868B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-4b8e76f03b9b457d80f969d895a0c3c6 |
| Source note | uspto-grants-2007_09 |