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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710471Generated: October 29, 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-((5-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)isoindolin-2-yl)methyl)propane-1,3-diol

https://huagongshe.com/reaction/710471

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 5-((5-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)isoindolin-2-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 86661810—
Product2-Amino-2-((5-(5-(3,4-diethoxyphenyl)-1,2,4-oxadiazol-3-yl)isoindolin-2-yl)methyl)propane-1,3-diolHCID 4619546857%

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 57% yield, as a colourless solid. 1H-NMR (CDCl3) 1.45-1.56 (m, 6H); 1.97 (broad s, 4H+2H2O); 2.94 (s, 2H); 3.59 (s, 4H); 4.14-4.25 (m, 8H); 6.97 (d, 1H, J=8.5 Hz); 7.3 (d, 1H, J=8 Hz); 7.66 (d, 1H, J=2 Hz); 7.77 (dd, 1H, J=2, 8.5 Hz); 7.9-8.04 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-6484dea0e3984013980d8c50c2ccbf27
Source noteuspto-grants-2015_11