HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-2-[(5-Chloro-pyrimidin-2-ylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,5-Dichloropyrimidine | HCID 590641 | — |
| Reactant | tert-Butyl (2S)-2-(aminomethyl)pyrrolidine-1-carboxylate | HCID 1512533 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | (S)-2-[(5-Chloro-pyrimidin-2-ylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 67090501 | 48.6% |
Reaction Steps
(S)-2-Aminomethyl pyrrolidine-1-carboxylic acid tert-butyl ester (3.38 g), 2,5-dichloropyrimidine (2.50 g), potassium carbonate (4.67 g) and diisopropylethylamine (8.79 ml) were heated in xylene (60 ml) at 100° C. for 3.75 h. The cooled reaction mixture was filtered and the filtrate evaporated to a gum which was chromatographed on silica gel, eluting with ethyl acetate-pentane fractions, to afford the title compound as a pale yellow solid (2.55 g). Mass Spectrum (API+): Found 213 (MH+-tBoc). C14H2135ClN4O2 requires 312.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432270B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-f32447469b274ac2b60cd3060e655917 |
| Source note | uspto-grants-2008_10 |