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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710397Generated: October 28, 2026

tert-Butyl 5-((4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate → 2-Amino-2-((4-(5-(2-methylbenzofuran-5-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)propane-1,3-diol

https://huagongshe.com/reaction/710397

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 5-((4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 66726782—
Reactanttert-Butyl 2,2-dimethyl-5-((4-(5-(2-methylbenzofuran-5-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-1,3-dioxan-5-ylcarbamateHCID 86661792—
Product2-Amino-2-((4-(5-(2-methylbenzofuran-5-yl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)propane-1,3-diolHCID 4619502967%

Reaction Steps

When the product of Step F was substituted for tert-butyl 5-((4-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)indolin-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate in Example 34, Step E, the identical process afforded the title compound in 67% yield., as a colourless foam. 1H-NMR (DMSO-d6) 1.36 (broad s, 3H); 2.91 (s, 2H); 3.29 (m, 2H+H2O); 3.55 (tr, 2H, J=8.02 Hz); 4.55 (m, 2H); 6.75-6.79 (m, 2H); 7.14 (tr, 1H, J=7.9 Hz); 7.26 (d, 1H, 7.8 Hz); 7.72 (d, 1H, J=8.5 Hz); 8.02 (d, 1H, J=9.17 Hz); 8.36 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-df62c29f0107490ba50b2597fdddda78
Source noteuspto-grants-2015_11