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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522181Generated: October 26, 2026

Acryloyl chloride → 1-(2-(6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[3.5]nonan-7-yl)prop-2-en-1-one

https://huagongshe.com/reaction/1522181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcryloyl chlorideHCID 13140—
Reactant4-Phenoxyphenylboronic acidHCID 2734377—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
Reactanttert-Butyl 2,7-diazaspiro[3.5]nonane-7-carboxylateHCID 24820512—
Product1-(2-(6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[3.5]nonan-7-yl)prop-2-en-1-oneHCID 71474445—

Reaction Steps

1-(2-(6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[3.5]nonan-7-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 2,7-diazaspiro[3.5]nonane-7-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 8.31 (s, 1H), 7.43 (t, 2H), 7.34 (d, 2H), 7.18 (t, 1H), 7.11 (d, 4H), 7.04 (bs, 1H), 6.77 (dd, 1H), 6.06 (dd, 1H), 5.65 (dd, 1H), 3.10-3.90 (m, 8H), 1.59 (s, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-6ffc42f4a730459a8f05acdd5a4f891f
Source noteuspto-grants-2015_07