HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,6-Dichloro-5-nitropyrimidine → HCID 55035392, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,6-Dichloro-5-nitropyrimidine | HCID 20312 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 55035392 | HCID 55035392 | 78.1% |
Reaction Steps
The amino-acetic acid ethyl ester hydrochloride (1439.15 mg; 10.31 mmol; 1.00 eq.) and 4,6-dichloro-5-nitro-pyrimidine (2000.00 mg; 10.31 mmol; 1.00 eq.) in anhydrous DMF (26 mL) was added ethyl-diisopropyl-amine (3997.72 mg; 30.93 mmol; 3.00 eq.) and the mixture was stirred for 3 hours. LC-MS showed that the reaction was complete. DMF was removed and EtOAc was added. The mixture was washed with brine, dried over MgSO4 and purified through flash chromatography on silica (EtOAc in Hexane from 0% to 30%) to provide (6-chloro-5-nitro-pyrimidin-4-ylamino)-acetic acid ethyl ester 2.1 g with 78% yield; LC/MS: 261 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315517B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-ed00404515e848638053241226075025 |
| Source note | uspto-grants-2016_04 |