HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → (R)-4a-Ethoxymethyl-1-(4-fluorophenyl)-6-[[6-(1-pyrrolidinyl)-3-pyridinyl]sulfonyl]-1,4,7,8-tetrahydro-1,2,6-triazacyclopenta[b]naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 86669985 | HCID 86669985 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-4a-Ethoxymethyl-1-(4-fluorophenyl)-6-[[6-(1-pyrrolidinyl)-3-pyridinyl]sulfonyl]-1,4,7,8-tetrahydro-1,2,6-triazacyclopenta[b]naphthalene | HCID 68069681 | — |
Reaction Steps
A solution of (R)-6-(6-chloropyridine-3-sulfonyl)-4a-ethoxymethyl-1-(4-fluorophenyl)-4,4a,5,6,7,8-hexahydro-1H-1,2,6-triazacyclopenta[b]naphthalene (0.013 g) and pyrrolidine (0.025 mL) in acetonitrile was heated at 100° C. in a microwave reactor for 10 minutes. The solution was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel, eluting with a mixture of dichloromethane and ethyl acetate (5:1 by volume), to afford the title compound as a clear gum (0.0080 g). LCMS (Method B): 538 (M+H)+, Retention time 4.0 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598154B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-6088ec4c2add42949b65cda08cb28b9a |
| Source note | uspto-grants-2013_12 |