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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525734Generated: October 31, 2026

(Azetidin-3-yl)methanol hydrochloride → N-(4-(Chlorodifluoromethoxy)phenyl)-6-(3-(hydroxymethyl)azetidin-1-yl)-5-(1H-pyrazol-5-yl)nicotinamide

https://huagongshe.com/reaction/525734

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Azetidin-3-yl)methanol hydrochlorideHCID 24801400—
Reactant6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1H-pyrazol-5-yl)nicotinamideHCID 72201589—
ProductN-(4-(Chlorodifluoromethoxy)phenyl)-6-(3-(hydroxymethyl)azetidin-1-yl)-5-(1H-pyrazol-5-yl)nicotinamideHCID 89908249—

Reaction Steps

The title compound was prepared in an analogous fashion to that described in Example 63 using 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1H-pyrazol-5-yl)nicotinamide (Stage 48.1) and 3-azetidinemethanol hydrochloride to afford a yellow foam. HPLC (Condition 7) tR=5.51 min, UPLC-MS (Condition 3) tR=0.89 min, m/z=450.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.55-2.68 (m, 1H) 3.43-3.49 (m, 2H) 3.49-3.56 (m, 2H) 3.73-3.82 (m, 2H) 4.66-4.73 (m, 1H) 6.42 (br.s, 1H) 7.33 (d, J=8.99 Hz, 2H) 7.79-7.91 (m, 3H) 8.04 (d, J=2.35 Hz, 1H) 8.75 (br.s, 1H) 10.21 (s, 1H) 13.02 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340537B2
Source datasetuspto-grants-2016_05
ORD IDord-0cc068f83d4b48d5ad7152c5ed8a7166
Source noteuspto-grants-2016_05