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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522203Generated: October 26, 2026

Acrylic Acid → 1-(6-((6-amino-5-(1-(pyridin-4-ylmethyl)-1H-pyrazol-4-yl)pyrimidin-4-yl)amino)-2-azaspiro[3.3]heptan-2-yl)prop-2-en-1-one

https://huagongshe.com/reaction/1522203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylic AcidHCID 6581—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
Reactant{1-[(Pyridin-4-yl)methyl]-1H-pyrazol-4-yl}boronic acidHCID 46739393—
Reactanttert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylateHCID 46930560—
Product1-(6-((6-amino-5-(1-(pyridin-4-ylmethyl)-1H-pyrazol-4-yl)pyrimidin-4-yl)amino)-2-azaspiro[3.3]heptan-2-yl)prop-2-en-1-oneHCID 86721802—

Reaction Steps

1-(6-((6-amino-5-(1-(pyridin-4-ylmethyl)-1H-pyrazol-4-yl)pyrimidin-4-yl)amino)-2-azaspiro[3.3]heptan-2-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate, (1-(pyridin-4-ylmethyl)-1H-pyrazol-4-yl)boronic acid and acrylic acid according to general scheme 3 using methods S1, S2, S3, and S4A. HPLC purity: 99%. MS: m/z=416 [M+H]+. 1H NMR (CD3OD) δ 8.77 (m, 2H), 8.23 (s, 1H), 8.00 (s, 1H), 7.88 (m, 2H), 7.68 (s, 1H), 6.26 (m, 2H), 5.75 (m, 3H), 4.54 (m, 1H), 4.27 (d, 2H), 4.11 (d, 2H), 2.59 (m, 2H), 2.26 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-82f65dadcd614f41b5f82c2840fb36db
Source noteuspto-grants-2015_07