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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717661Generated: October 27, 2026

Azatadine → Methyl-1-((4'-(N-(3-methoxyphenyl)-N-methylsulfamoyl)biphenyl-4-yl)methyl)azetidine-3-carboxylate

https://huagongshe.com/reaction/717661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzatadineHCID 19861—
ReactantGlycine, N-methyl-, hydrochloride (1:1)HCID 69483—
Reactant4-(5-(((4-Fluorophenyl)(isopropyl)amino)methyl)thiophen-2-yl)benzaldehydeHCID 86660611—
ReactantHCID 86660612HCID 86660612—
ProductMethyl-1-((4'-(N-(3-methoxyphenyl)-N-methylsulfamoyl)biphenyl-4-yl)methyl)azetidine-3-carboxylateHCID 6661506369%

Reaction Steps

When the product of Step C 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 process the title compound in 69% yield, as pale paste. 1H-NMR (CDCl3) 7.64 (d, 2H, J=8.8 Hz); 7.58 (d, 2H, J=8 Hz); 7.54 (d, 2H, J=8.15 Hz); 7.36 (d, 2H, J=8.12 Hz); 7.17 (t, 1H, J=8.14 Hz); 6.80 (dd, 1H, J=8.07, 2.21 Hz); 6.72 (t, 1H, J=2.10 Hz); 6.64 (dd, 1H, J=7.80, 1.67 Hz); 3.74 (s, 3H); 3.71 (s, 2H); 3.69 (s, 3H); 3.64-3.58 (m, 2H); 3.42-3.36 (m, 4H); 3.18 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193716B2
Source datasetuspto-grants-2015_11
ORD IDord-7d435c54d4f54fde83895cb066178989
Source noteuspto-grants-2015_11