HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,6-Dichloropyrimidine → 3-(6-Chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Amino-N,4-dimethylbenzamide | HCID 12607973 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(6-Chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamide | HCID 58928514 | 43.1% |
Reaction Steps
To a solution of 4,6-dichloropyrimidine (2.0 g, 13.4 mmol) in p-dioxane (50 mL), 3-amino-4,N-dimethyl-benzamide (3.0 g, 18.3 mmol) and DIEA (2.3 mL) were added. The resulting mixture was heated to reflux for 4 days. The solvent was removed in vacuo, the residue was taken in water and ethyl acetate, and the ethyl acetate layer was separated and concentrated. The product was purified by silica gel column chromatography using ethyl acetate:hexane (1:1) as eluent to afford the pale white solid product (1.6 g, yield 43%). MS (m/z): 277 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253174B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-ba99409eab004583b44aa8a4f9f5a697 |
| Source note | uspto-grants-2007_08 |