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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717684Generated: October 30, 2026

Benzaldehyde → Methyl-1-(4-(12-oxo-12H-chromeno[2,3-b]quinolin-2-yl)benzyl)azetidine-3-carboxylate

https://huagongshe.com/reaction/717684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantAzatadineHCID 19861—
ReactantGlycine, N-methyl-, hydrochloride (1:1)HCID 69483—
Reactant4-(12-Oxo-12H-chromeno[2,3-b]quinolin-2-yl)benzaldehydeHCID 86660621—
ProductMethyl-1-(4-(12-oxo-12H-chromeno[2,3-b]quinolin-2-yl)benzyl)azetidine-3-carboxylateHCID 6661502748%

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 procedure afforded the title compound in 48% yield, as pale paste. 1H-NMR (CDCl3) 9.32 (s, 1H); 8.53 (s, 1H); 8.12-8.07 (m, 2H); 8.00 (dd, 1H, J=8.7, 2.4 Hz); 7.91 (t, 1H, J=5.55 Hz); 7.7-7.6 (m, 4H); 7.38 (d, 2H, J=8.22 Hz); 3.71 (s, 3H); 3.67 (s, 2H); 3.57-3.53 (m, 2H); 3.39-3.35 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193716B2
Source datasetuspto-grants-2015_11
ORD IDord-dca1efb0db714f68a91e4e7116bab56d
Source noteuspto-grants-2015_11