HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-bromo-5-[[1-(tert-butoxycarbonyl)-2(R)-pyrrolidinyl]methoxy]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Bromo-5-hydroxypyridine | HCID 599529 | — |
| Reactant | N-(tert-Butoxycarbonyl)-D-prolinol | HCID 688279 | — |
| Reactant | (4-chlorophenyl)methyl (NZ)-N-[(4-chlorophenyl)methoxycarbonylimino]carbamate | HCID 16218364 | — |
| Product | 3-bromo-5-[[1-(tert-butoxycarbonyl)-2(R)-pyrrolidinyl]methoxy]pyridine | HCID 15480236 | — |
Reaction Steps
In analogy to the procedure described for the preparation of intermediate A-7, 5-bromopyridin-3-ol was reacted with (R)-2-(hydroxymethyl)pyrrolidine-1-carboxylic acid tert-butyl ester in presence of di-(4-chlorobenzyl)azodicarboxylate and triphenylphosphine to give the title compound as an orange oil. MS: 357.3 and 359.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260408B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-8bc681f819af4e509adc5af97b178bc6 |
| Source note | uspto-grants-2016_02 |