HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ethylbis(propan-2-yl)amine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Methylamino)-1-propanol | HCID 10148986 | — |
| 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-hydroxypropyl)(methyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamide | HCID 89906368 | — |
Reaction Steps
A mixture of 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 12.2, 237 mg, 0.60 mmol), 3-(methylamino)propan-1-ol (64 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 3 h. 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. LC-MS (Condition 5) tR=1.18 min, m/z=448.0 [M+H]+, m/z=446.0 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278981B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-c67f6c83708f43728cf52cebc9672a9c |
| Source note | uspto-grants-2016_03 |