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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717680Generated: October 27, 2026

Benzaldehyde → Methyl-1-(4-(2-(6,6-dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)benzyl)azetidine-3-carboxylate

https://huagongshe.com/reaction/717680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantAzatadineHCID 19861—
ReactantGlycine, N-methyl-, hydrochloride (1:1)HCID 69483—
Reactant4-(2-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)benzaldehydeHCID 86660619—
ProductMethyl-1-(4-(2-(6,6-dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)benzyl)azetidine-3-carboxylateHCID 6661502076%

Reaction Steps

When the product of Step A and azatadine 3 methylcarboxylate hydrochloride were substituted for 4-(5-(((4-fluorophenyl))-isopropyl)amino)methyl)thiophen-2-yl)benzaldehyde and sarcosine hydrochloride, respectively, in Example 22, Step C, the similar procedure afforded the title compound in 76% yield, as light yellow paste. 1H-NMR (CDCl3) 7.17 (d, 2H, J=8.56 Hz); 6.81 (d, 2H, J=8.61 Hz); 3.91 (t, 2H, J=1.98 Hz); 3.71-3.65 (m, 7H); 3.44-3.41 (m, 3H); 2.03-1.17 (m, 10H); 1.17 (s, 3H); 1.01 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193716B2
Source datasetuspto-grants-2015_11
ORD IDord-8b37d7ee37f8499ea1ab8bcd2619ec0e
Source noteuspto-grants-2015_11