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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710414Generated: October 31, 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-(3-chloro-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-1H-indol-1-yl)methyl)propane-1,3-diol

https://huagongshe.com/reaction/710414

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-((4-(5-(3-chloro-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-1H-indol-1-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 131733958—
Product2-Amino-2-((4-(5-(3-chloro-4-ethoxyphenyl)-1,2,4-oxadiazol-3-yl)-1H-indol-1-yl)methyl)propane-1,3-diolHCID 4619531783.3%

Reaction Steps

When the product of Step D 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 83.3% yield, as off white solid. 1H-NMR (DMSO-d6) 1.46 (tr, 3H, J=6.85 Hz); 2.99-3.44 (m, 4H); 3.52 (tr, 2H, J=8.96 Hz); 3.71 (tr, 4H, J=10.46 Hz); 4.15 (q, 2H, J=6.97, 13.97 Hz); 6.77 (d, 1H, J=8.12 Hz); 6.99 (d, 1H, J=8.65 Hz); 7.17 (tr, 2H, J=7.74 Hz); 7.45 (d, 1H, J=8.68 Hz); 7.98 (d, 1H, J=8.75 Hz); 8.14, (broad s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-4d7f0615037942e1a2acfccf949bf91c
Source noteuspto-grants-2015_11