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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522201Generated: November 1, 2026

Acrylic Acid → 1-(6-((6-Amino-5-(4-(pyridin-4-yloxy)phenyl)pyrimidin-4-yl)oxy)-2-azaspiro[3.3]heptan-2-yl)prop-2-en-1-one

https://huagongshe.com/reaction/1522201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylic AcidHCID 6581—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
Reactanttert-Butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylateHCID 52987765—
Reactant4-(Pyridin-4-yloxy)phenylboronic acidHCID 57655342—
Product1-(6-((6-Amino-5-(4-(pyridin-4-yloxy)phenyl)pyrimidin-4-yl)oxy)-2-azaspiro[3.3]heptan-2-yl)prop-2-en-1-oneHCID 86721800—

Reaction Steps

1-(6-((6-amino-5-(4-(pyridin-4-yloxy)phenyl)pyrimidin-4-yl)oxy)-2-azaspiro[3.3]heptan-2-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 6-hydroxyl-2-azaspiro[3.3]heptane-2-carboxylate, (4-(pyridin-4-yloxy)phenyl)boronic acid and acrylic acid according to general scheme 3 using methods S1, S2, S3, and S4A. HPLC purity: 99%. MS: m/z=430 [M+H]+. 1H NMR (CD3OD) δ 8.75 (m, 2H), 8.31 (m, 1H), 7.56 (m, 4H), 7.44 (m, 2H), 6.27 (m, 1H), 5.73 (m, 1H), 5.24 (m, 1H), 4.26 (d, 2H), 4.01 (d, 2H), 2.73 (m, 2H), 2.25 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-36d9fdd5da0e41a99efb0ce33b17088a
Source noteuspto-grants-2015_07