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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522267Generated: November 3, 2026

Acryloyl chloride → HCID 86721846, compound

https://huagongshe.com/reaction/1522267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcryloyl chlorideHCID 13140—
Reactant4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]benzonitrileHCID 22346889—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
Reactanttert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylateHCID 46930560—
ProductHCID 86721846HCID 86721846—

Reaction Steps

4-(4-(4-((2-acryloyl-2-azaspiro[3.3]heptan-6-yl)amino)-6-aminopyrimidin-5-yl)phenoxy)benzonitrile was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate, 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)benzonitrile, and acryloyl chloride using methods B, C, D, and E. HPLC: 98%. MS: m/z=453 [M+H]+. 1H-NMR (DMSO-d6) δ 7.96 (s, 1H), 7.87 (d, 2H), 7.29-7.23 (m, 6H), 6.31-6.22 (m, 1H), 6.07 (d, 1H), 5.67-5.46 (m, 4H), 4.40 (q, 1H), 4.25 (s, 1H), 4.08 (s, 1H), 3.96 (s, 1H), 3.79 (s, 1H), 2.47-2.40 (m, 2H), 2.14-2.09 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-941b73c0e7334dd8affbe422b52a3d46
Source noteuspto-grants-2015_07