HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorine → Rac.-4-[2-(n-tert-butoxycarbonylaminomethyl)pyrrolidin-1-ylcarbonyl]-3-chlorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-4-cyanobenzoic acid | HCID 231894 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | Pyrrolidin-2-ylmethyl-carbamic acid tert-butyl ester | HCID 21834643 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane ethanol | HCID 21584144 | — |
| Product | Rac.-4-[2-(n-tert-butoxycarbonylaminomethyl)pyrrolidin-1-ylcarbonyl]-3-chlorobenzonitrile | HCID 69309927 | — |
Reaction Steps
Prepared analogously to Example I d from 2-chloro-4-cyanobenzoic acid, TBTU, N,N-diisopropylethylamine, and rac.-2-(N-tert-butoxycarbonylaminomethyl)pyrrolidine in tetrahydrofuran. Yield: quantitative; Rf value: 0.52 (silica gel; dichloromethane/ethanol=95:5); C18H22ClN3O3 (363.85); mass spectrum: (M+H)+=364/366 (chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-a9ef35e75e844e53ba3a0fe13fae0666 |
| Source note | uspto-grants-2008_02 |