HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-(((2-Aminoethyl)(3-(4-benzylpiperidin-1-yl)propyl)amino)methyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Tert-butyl 2-((3-(4-benzylpiperidin-1-yl)propyl)(2-tert-butoxybenzyl)amino)ethylcarbamate | HCID 70896359 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(((2-Aminoethyl)(3-(4-benzylpiperidin-1-yl)propyl)amino)methyl)phenol | HCID 49850148 | 60% |
Reaction Steps
The same procedure as described for compound L24a was applied to compound 26 (0.7 g, 1.3 mmol) Purification was carried out on a silica gel TLC plate that was developed in with a 6% methanolic NH3 (7 M NH3 in methanol/94% CH2Cl2. The product was isolated as pale yellow oil (60%). 1H NMR (CDCl3) δ 7.257 (t, 2H, Ar), 7.163 (m, 2H, Ar), 7.118 (d, 2H, Ar), 6.952 (d, 1H, Ar), 6.801 (d, 1H, Ar), 6.757 (t, 1H, Ar), 3.724 (s, 2H, —CH2—), 2.867 (q, 4H, —CH2—CH—), 2.553 (m, 4H, —CH2—CH2—), 2.511 (d, 2H, —CH2—), 2.278 (t, 2H, —CH2—), 1.837 (ddd, 2H, —CH2—), 1.725 (p, 2H, —CH2—), 1.608 (d, 2H, —CH2—), 1.500 (m, 1H, —CH—), 1.275 (m, 2H, —CH2—). Mass Spec.=382.29 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08747810B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-6aa25590264449dca6db770a4eecf32b |
| Source note | uspto-grants-2014_06 |