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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522234Generated: October 26, 2026

Acryloyl chloride → 1-[4-[[(6-Amino-2'-phenoxy[5,5'-bipyrimidin]-4-yl)amino]methyl]-1-piperidinyl]-2-propen-1-one

https://huagongshe.com/reaction/1522234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcryloyl chlorideHCID 13140—
Reactant1-Boc-4-(aminomethyl)piperidineHCID 736817—
Reactant2-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)pyrimidineHCID 22346882—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
Product1-[4-[[(6-Amino-2'-phenoxy[5,5'-bipyrimidin]-4-yl)amino]methyl]-1-piperidinyl]-2-propen-1-oneHCID 71474587—

Reaction Steps

1-(4-(((6-amino-2′-phenoxy-[5,5′-bipyrimidin]-4-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, 2-phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine, and acryloyl chloride using methods B, C, D, and F. MS: m/z=432 [M+H]+. 1H NMR (400 MHz, DMSO) δ 8.37 (s, 2H), 7.96 (s, 1H), 7.47 (t, 2H), 7.30-7.20 (m, 3H), 6.76 (dd, 1H), 6.10-5.97 (m, 2H), 5.80 (s, 2H), 5.62 (dd, 1H), 4.35 (d, 1H), 3.99 (d, 1H), 3.10 (t, 2H), 3.02-2.89 (m, 1H), 2.56 (m, 1H), 1.81 (m, 1H), 1.63 (d, 2H), 1.02-0.83 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-6bdd647b3ce24e61a6e9386d6ade8992
Source noteuspto-grants-2015_07