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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522274Generated: November 3, 2026

Acryloyl chloride → HCID 86721852, compound

https://huagongshe.com/reaction/1522274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcryloyl chlorideHCID 13140—
Reactant1-Boc-4-(aminomethyl)piperidineHCID 736817—
ReactantBenzonitrile, 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-HCID 22346851—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
ProductHCID 86721852HCID 86721852—

Reaction Steps

3-(4-(4-(((1-acryloylpiperidin-4-yl)methyl)amino)-6-aminopyrimidin-5-yl)phenoxy)benzonitrile was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)benzonitrile, and acryloyl chloride using methods B, C, D, and F. HPLC: 100%. MS: m/z=455 [M+H]+. 1H-NMR (DMSO-d6) δ 7.96 (s, 1H), 7.63-7.56 (m, 3H), 7.50-7.45 (m, 1H), 7.29-7.19 (m, 4H), 6.78 (dd, 1H), 6.06 (d, 1H), 5.63 (d, 1H), 5.58-5.42 (m, 3H), 4.36 (d, 1H), 4.00 (d, 1H), 3.15 (t, 2H), 2.96 (t, 1H), 2.58 (t, 1H), 1.90-1.78 (m, 1H), 1.69-1.55 (m, 2H), 1.04-0.87 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-3b89954c97c14d8f9039f685df5de815
Source noteuspto-grants-2015_07