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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717678Generated: October 27, 2026

Benzaldehyde → Methyl 1-(4-(3-(1-admantanyl)-4-methoxybenzyloxy)benzyl)azetidine-3-carboxylate

https://huagongshe.com/reaction/717678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantAzatadineHCID 19861—
ReactantGlycine, N-methyl-, hydrochloride (1:1)HCID 69483—
Reactant4-(3-(1-Admantanyl)-4-methoxybenzyloxy)benzaldehydeHCID 90002522—
ProductMethyl 1-(4-(3-(1-admantanyl)-4-methoxybenzyloxy)benzyl)azetidine-3-carboxylateHCID 6661515469%

Reaction Steps

When the product of Step B 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 69% yield, as a pale paste. 1H-NMR (CDCl3) 7.24-7.20 (m, 2H); 7.16 (d, 2H, J=8.55 Hz); 6.91 (d, 2H, J=8.62 Hz); 6.85 (d, 1H, J=8.17 Hz); 4.92 (s, 2H); 3.82 (s, 3H); 3.69 (s, 3H); 3.52 (s, 2H); 3.49 (s, 1H); 3.47 (s, 2H); 3.31-3.24 (m, 3H); 2.08 (s, 6H); 2.04 (s, 3H); 1.75 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193716B2
Source datasetuspto-grants-2015_11
ORD IDord-b55a0717d5204ee7b0d16d87980fc4d4
Source noteuspto-grants-2015_11