HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Amino-N-cyclopropyl-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-N-[3-(3-methoxypropyl)-5-(2-pyridin-2-ylethoxy)benzyl]propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butyl (3-{cyclopropyl[3-(3-methoxypropyl)-5-(2-pyridin-2-ylethoxy)benzyl]amino}-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate | HCID 86635939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Amino-N-cyclopropyl-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-N-[3-(3-methoxypropyl)-5-(2-pyridin-2-ylethoxy)benzyl]propanamide | HCID 15981252 | — |
Reaction Steps
To a CH2Cl2 solution (0.03 M) of tert-butyl (3-{cyclopropyl[3-(3-methoxypropyl)-5-(2-pyridin-2-ylethoxy)benzyl]amino}-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from the previous step (1 eq.) was added HCl (4.0 M dioxane solution, 30 eq.). The resulting solution was stirred at RT for 12 h. Following the removal of the volatiles in vacuo, the resulting residue was directly subjected to column chromatography (SiO2, 90:10 (v/v) CH2Cl2: 2.0 M NH3 in MeOH) to afford the title compound as a white froth. MS (ESI+): 720.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063105B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-6ae1a20d51574caf9a8311e36ad3807e |
| Source note | uspto-grants-2011_11 |