HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67266313, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86625965 | HCID 86625965 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 67266313 | HCID 67266313 | 60% |
Reaction Steps
(2R,4R)-tert-butyl 4-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-2-(1-(2-(methylsulfonyloxy)ethyl)-1H-benzo[d]imidazol-2-yl)piperidine-1-carboxylate (65 mg, 0.11 mmol) was dissolved in TFA (1 mL) and stirred at room temperature for 2 hours. The reaction mixture was concentrated to removed TFA, the residue was dissolved in DMF (1 mL) and K2CO3 (30 mg, 0.22 mmol) was added to it, the resulting mixture was stirred at 60° C. for over night. Water and ethyl acetate were added to reaction mixture, the organic layer was separated and dried over MgSO4 and concentrated. Purification was done by Companion (ReadSep, 12 g, silica gel packed) with CH3OH/CH2Cl2 from 1-5% to give a white solid 30 mg (60%) as title compound. LC-MS: 405.2 (t=1.4 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431597B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-d3d49717e13148b5997fb2823b2e88c0 |
| Source note | uspto-grants-2013_04 |