HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89560715, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethoxalyl chloride | HCID 20884 | — |
| Reactant | HCID 89561473 | HCID 89561473 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 89560715 | HCID 89560715 | 59.8% |
Reaction Steps
To a stirred solution of 2-chloro-N4-(3-methylbutyl)pyrimidine-4,5-diamine (2.8 g, 13.08 mmol) in toluene (40 mL) was added triethylamine (4.23 g, 41.88 mmol) and ethyl chlorooxoacetate (1.95 g, 14.33). The mixture was then heated to reflux for 16 h. It was then cooled to rt, the bulk of solvent was removed under reduced pressure to give a crude residue, which was purified by silica gel column chromatography (eluent: 70% ethyl acetate in hexane) afforded the desired product (2.1 g). 1H NMR (CDCl3, 300 MHz) δ 1.01 (d, J=6.6 Hz, 6H), 1.60-1.82 (m, 3H), 4.20-4.35 (m, 2H), 8.35 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09351974B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-7afd1d32dc774f0f8dd621e8fe916b03 |
| Source note | uspto-grants-2016_05 |