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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035210Generated: October 31, 2026

Dimethylamine → 1-(4-(Azetidin-3-yloxy)-2-chlorophenyl)-N,N-dimethylmethanamine

https://huagongshe.com/reaction/1035210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant2-Chloro-4-hydroxybenzaldehydeHCID 185363—
Reactanttert-Butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylateHCID 58043102—
Reactant1-(4-(Azetidin-3-yloxy)-2-methylphenyl)-N,N-dimethylmethanamineHCID 66656350—
Product1-(4-(Azetidin-3-yloxy)-2-chlorophenyl)-N,N-dimethylmethanamineHCID 6665348910%

Reaction Steps

Using similar protocols as described in Examples 20A, 20B and 20C employing dimethylamine and 2-chloro-4-hydroxybenzaldehyde as starting material afforded 0.13 g (10%) of 47A as an oil. 1H NMR (500 MHz, CDCl3): δ 2.26 (s, 6H), 3.45 (s, 2H), 3.78 (m, 2H), 3.92 (m, 2H), 4.96 (m, 1H), 6.65 (d, 1H), 6.76 (d, 1H), 7.27 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546375B2
Source datasetuspto-grants-2013_10
ORD IDord-f01b130c04ae47c8a778dc50d8487c7a
Source noteuspto-grants-2013_10