HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediamine, N1,N1,N3-trimethyl- → Ethylbis(propan-2-yl)amine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediamine, N1,N1,N3-trimethyl- | HCID 78302 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 86702595 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Ethylbis(propan-2-yl)amine hydrochloride | HCID 10997398 | — |
| Product | 5-bromo-6-((3-(dimethylamino)propyl)(methyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 89906630 | — |
Reaction Steps
A mixture of 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 12.2, 237 mg, 0.60 mmol), N1,N1,N3-trimethylpropane-1,3-diamine (84 mg, 0.72 mmol), iPrOH (2.4 mL) and DIPEA (0.205 mL, 0.155 g, 1.2 mmol) were subjected to MW irradiation at 140° C. for 120 min. The vial was cooled to RT and the RM was evaporated to dryness under reduced pressure. No further purification was required to afford the title compound in an equimolar mixture with DIPEA hydrochloride. UPLC-MS (Condition 8) tR=2.18 min, m/z=475.1 [M+H]+, m/z=473.1 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-fa121dfd44c4483ab87ff62a85a53005 |
| Source note | uspto-grants-2016_03 |