HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → trans-N-Cyclopropyl-N-[3-[2-(cyclopropyloxy)ethoxy]-5-(3-methoxypropyl)benzyl]-4-(1-methyl-2-oxo-1,2-dihydro-4-pyridinyl)-3-piperidinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | trans-tert-Butyl 3-({cyclopropyl[3-[2-(cyclopropyloxy)ethoxy]-5-(3-methoxypropyl)benzyl]amino}carbonyl)-4-(1-methyl-2-oxo-1,2-dihydro-4-pyridinyl)-1-piperidinecarboxylate | HCID 131732047 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | trans-N-Cyclopropyl-N-[3-[2-(cyclopropyloxy)ethoxy]-5-(3-methoxypropyl)benzyl]-4-(1-methyl-2-oxo-1,2-dihydro-4-pyridinyl)-3-piperidinecarboxamide | HCID 66896625 | — |
Reaction Steps
To a CH2Cl2 solution (0.1 M) of trans-tert-butyl 3-({cyclopropyl[3-[2-(cyclopropyloxy)ethoxy]-5-(3-methoxypropyl)benzyl]amino}carbonyl)-4-(1-methyl-2-oxo-1,2-dihydro-4-pyridinyl)-1-piperidinecarboxylate (1 eq.) from the previous step was added HCl (4.0 M dioxane solution, 30 eq.). The resulting solution was stirred at RT for 4 h. Following the removal of the volatiles in vacuo, the resulting residue was directly loaded onto a SiO2 column packed with 93:7 (v/v) CH2Cl2:2.0 M NH3 in MeOH. Elution with the same solvent system furnished the title compound. MS (ESI+, M+H): 538.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889714B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-fcd5acb07b094822b57da3f1fe846a38 |
| Source note | uspto-grants-2014_11 |