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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924012Generated: October 31, 2026

1,3-Propanediamine, N1,N1,N3-trimethyl- → Ethylbis(propan-2-yl)amine hydrochloride

https://huagongshe.com/reaction/924012

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N1,N1,N3-trimethyl-HCID 78302—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 86702595—
SolventIsopropanolHCID 3776—
ProductEthylbis(propan-2-yl)amine hydrochlorideHCID 10997398—
Product5-bromo-6-((3-(dimethylamino)propyl)(methyl)amino)-N-(4-(trifluoromethoxy)phenyl)nicotinamideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278981B2
Source datasetuspto-grants-2016_03
ORD IDord-fa121dfd44c4483ab87ff62a85a53005
Source noteuspto-grants-2016_03