HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-[(5-bromo-2-chloro-pyrimidin-4-yl)-ethyl-amino]-N-methyl-propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Reactant | 3-(ethylamino)-N-methylpropanamide | HCID 61861725 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-[(5-bromo-2-chloro-pyrimidin-4-yl)-ethyl-amino]-N-methyl-propanamide | HCID 86617568 | 66% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
5-Bromo-2,4-dichloropyrimidine (Aldrich; 1.14 g, 5.00 mmol), 3-ethylamino-N-methyl-propanamide (Intermediate 83; 0.642 g, 5.00 mmol) and triethylamine (0.71 mL, 5.10 mmol) were combined in acetonitrile (25 mL) and heated to 100° C. for 4 hrs. The solvent was removed under reduced pressure and the residue taken up in Ethyl Acetate, washed with water and purified by flash silica chromatography (companion, 40 g, 0-10% Methanol/DCM) to give the title compound as a white solid (1.06 g, 3.3 mmol, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709471B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-c1523ba3cc0c4de68ecd83b37e52922f |
| Source note | uspto-grants-2010_05 |