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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522200Generated: October 27, 2026

Acrylic Acid → 1-(2-((6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)-6-azaspiro[3.4]octan-6-yl)prop-2-en-1-one

https://huagongshe.com/reaction/1522200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylic AcidHCID 6581—
Reactant4-Phenoxyphenylboronic acidHCID 2734377—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
Reactanttert-Butyl 2-amino-6-azaspiro[3.4]octane-6-carboxylateHCID 56962195—
Product1-(2-((6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)-6-azaspiro[3.4]octan-6-yl)prop-2-en-1-oneHCID 86721799—

Reaction Steps

1-(2-((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)-6-azaspiro[3.4]octan-6-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 2-amino-6-azaspiro[3.4]octane-6-carboxylate, (4-phenoxyphenyl)boronic acid and acrylic acid according to general scheme 3 using methods S1, S2, S3 and S4A. HPLC purity: 99%. MS: m/z=442 [M+H]+. 1H NMR (CD3OD) δ 8.25 (s, 1H), 7.16-7.47 (m, 9H), 6.50 (m, 1H), 6.24 (m, 1H), 5.73 (m, 1H), 4.71 (m, 1H), 3.60 (t, 1H), 3.52 (m, 2H), 3.41 (s, 1H), 2.34 (m, 1H), 2.11 (m, 3H), 1.97 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-8e9824009f36467bb7e15db8c7e37c36
Source noteuspto-grants-2015_07