HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 86714518, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine | HCID 335407 | — |
| Reactant | (S)-(-)-N-Boc-prolinol | HCID 643448 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86714518 | HCID 86714518 | — |
Reaction Steps
To the solution of 4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine (1.0 g, 5.97 mmol, 1.0 eq) and (S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (1.32 g, 6.57 mmol, 1.1 eq) and PPh3 (3.03 g, 11.94 mmol, 2.0 eq) in THF (50 mL), DIEA (2.08 g, 11.94 mmol, 2.0 eq) was added at 0° C. The resulted mixture was stirred and warmed to RT for 12 h. Solvent was removed and purified by column chromatography (eluting with 10% EtOAc in PE) to afford (S)-tert-butyl 2-((4-chloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)pyrrolidine-1-carboxylate as a white solid (2.08 g, 100% in yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759358B1 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-6451446b50f0478f85f539478e31a461 |
| Source note | uspto-grants-2014_06 |