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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522183Generated: November 3, 2026

Acryloyl chloride → 1-(7-(6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[4.4]nonan-2-yl)prop-2-en-1-one

https://huagongshe.com/reaction/1522183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcryloyl chlorideHCID 13140—
Reactant4-Phenoxyphenylboronic acidHCID 2734377—
Reactanttert-Butyl 2,7-diazaspiro[4.4]nonane-2-carboxylateHCID 23282813—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
Product1-(7-(6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[4.4]nonan-2-yl)prop-2-en-1-oneHCID 86721784—

Reaction Steps

1-(7-(6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[4.4]nonan-2-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 2,7-diazaspiro[4.4]nonane-2-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride in four steps according to general scheme 2, using methods I, C, D and G. MS: m/z=442 [M+H]+. 1H-NMR (400 MHz, DMSO-d6) δ 8.33 (s, 1H), 7.43 (t, 2H), 7.35 (d, 2H), 7.18 (m, 3H), 7.10 (d, 2H), 6.97 (bs, 2H), 6.54 (ddd, 1H), 6.11 (d, 1H), 5.71-5.60 (m, 1H), 3.70-3.10 (m, 6H), 1.77 (t, 1H), 1.68 (t, 1H), 1.39 (bs, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-0e36f39148734ca6998121033fc0cdac
Source noteuspto-grants-2015_07