HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-benzyl-6-chloropyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-benzyl-6-chloropyrimidin-4-amine | HCID 3771857 | 79% |
Reaction Steps
Benzyl amine (0.697 ml, 6.76 mmol) was added to 4,6-dichloropyrimidine (1.0 g, 6.76 mmol) neat causing a vigorous reaction and color change. The reaction was slowly diluted with methylene chloride resulting in a white precipitate. 1 ml of triethyl amine was added and TLC indicated conversion to product (5% MeOH:methylene chloride). The reaction was loaded directly onto a silica and purified (eluent:2% MeOH:methylene chloride) giving 1.17 g (5.32 mmol) of 12 as a yellow wax in 79% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722889B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-cb502dc361054239bf1ce3b38fe5fd4a |
| Source note | uspto-grants-2014_05 |