HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2,5-Dichloropyrimidin-4-ylamino)-N-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4,5-Trichloropyrimidine | HCID 237259 | — |
| Reactant | 2-Amino-N-methylbenzamide | HCID 308072 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2,5-Dichloropyrimidin-4-ylamino)-N-methylbenzamide | HCID 57974132 | 79.9% |
Reaction Steps
2-Amino-N-methyl-benzamide (24.4 g, 0.16 mol) in DMF (0.5 L) was added 2,4,5-Trichloro -pyrimidine (39 g, 1.3 eq) and Potassium carbonate (1.3 eq). Stired under argon at 75° C. for 5 hrs and then at RT overnight. Poured into 1 L water and precipitate isolated by filtration and washed 1:1 acetonitrile:water followed by drying in air stream and under vacuum to afford the title compound as a yellow solid (38 g, 78% yield). 11.70 (s, 1H), 8.74 (d, J=8.2 Hz, 1H), 8.24 (s, 1H), 7.59 (d, J=8.4 Hz, 1H), 7.53 (d, J=8.8 Hz, 1H), 7.16 (t, J=8.4 Hz, 1H), 6.28 (s, 1H), 3.06 (d, J=4.7 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339502B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-766624308d5e4037a40f11978ce8f787 |
| Source note | uspto-grants-2016_05 |