HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58394392, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Reactant | tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate | HCID 854071 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58394392 | HCID 58394392 | 67% |
Reaction Steps
(S)-(−)-1-Boc-3-aminopyrrolidine (0.817 g, 4.39 mmol) and triethylamine (1.22 mL, 8.78 mmol) were added to a solution of 5-bromo-2,4-dichloropyrimidine (1.00 g, 4.39 mmol) in dioxane (22 mL) at 10° C. After 20 hours at room temperature, the solution was concentrated, dissolved in CH2Cl2 (50 mL) and washed with 2 M aqueous K2CO3 (50 mL). The aqueous layer was further extracted with CH2Cl2 (50 mL). The combined organic layers were dried (Na2SO4) and concentrated. The crude product was purified by silica gel chromatography (50% ethyl acetate/hexanes) to give the title compound as an oil (1.106 g, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324226B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-8279accf3d5646119b55762c279378f0 |
| Source note | uspto-grants-2012_12 |