HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 68509347, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 68515219 | HCID 68515219 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68509347 | HCID 68509347 | 40% |
Reaction Steps
To a solution of {2-[1-(4-chloro-benzoyl)-4-hydroxy-pyrrolidin-3-ylamino]-ethyl}-carbamic acid tert-butyl ester (750 mg, 1.95 mmol) in DMF (0.25 mL) at 0° C., was added imidazole (663 mg, 9.15 mmol) and TBDMSCl (309 mg, 2.05 mmol). The reaction mixture was stirred for 2 days. EtOAc (5 mL) was added. The organic phase was washed with Sat. NH4Cl, dried over Na2SO4, and concentrated. The residue was purified by column chromatography (Ethyl acetate:MeOH: 10:1) to give the desired product (389 mg, 40% yield) as a colorless oil. MS: (ESI), M/Z, 498 (M+1). Retention time: 2.21 min (FA-polar).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399455B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-14afa98e74c745749fe2c4fba977ca94 |
| Source note | uspto-grants-2013_03 |