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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873569Generated: October 30, 2026

3-Bromopyridine → N-{4-[1-(2-methylpropyl)-1H-pyrazol-4-yl]phenyl}-1-(pyridazin-4-yl)azetidine-3-carboxamide

https://huagongshe.com/reaction/873569

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromopyridineHCID 12286—
ReactantTert-butyl 4-(4-(azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylateHCID 86702036—
ReactantN-(4-(1-isobutyl-1H-pyrazol-4-yl)phenyl)azetidine-3-carboxamideHCID 86702046—
ProductN-{4-[1-(2-methylpropyl)-1H-pyrazol-4-yl]phenyl}-1-(pyridazin-4-yl)azetidine-3-carboxamideHCID 86702045—

Reaction Steps

The title compound was prepared as described in Example 1C, substituting 4-bromopyridazine for 3-bromopyridine and N-(4-(1-isobutyl-1H-pyrazol-4-yl)phenyl)azetidine-3-carboxamide for tert-butyl 4-(4-(azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylate. 1H NMR (300 MHz, DMSO-d6) δ ppm 10.10 (s, 1H), 8.61 (d, J=6.0 Hz, 1H), 8.51 (d, J=3.0 Hz, 1H), 8.08 (s, 1H), 7.81 (s, 1H), 7.64-7.56 (m, 2H), 7.55-7.48 (m, 2H), 6.55 (dd, J=6.0, 3.0 Hz, 1H), 4.31-3.96 (m, 4H), 3.91 (d, J=7.1 Hz, 2H), 3.74 (s, 1H), 2.12 (dd, J=13.3, 6.5 Hz, 1H), 0.86 (d, J=6.7 Hz, 6H); MS (ESI(+)) m/e 377 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975398B2
Source datasetuspto-grants-2015_03
ORD IDord-bbc66d81cbd842c9832a1ee12b3e0b4c
Source noteuspto-grants-2015_03