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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522198Generated: November 4, 2026

Propiolic Acid → HCID 86721796, compound

https://huagongshe.com/reaction/1522198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropiolic AcidHCID 10110—
Reactant1-Benzyl-1H-pyrazole-4-boronic acidHCID 3352881—
Reactanttrans-1-Boc-4-aminomethyl-3-hydroxypiperidineHCID 11075229—
Reactant5,6-Dichloro-pyrimidin-4-ylamineHCID 24219262—
ProductHCID 86721796HCID 86721796—

Reaction Steps

1-((3S,4S)-4-(((6-amino-5-(1-benzyl-1H-pyrazol-4-yl)pyrimidin-4-yl)amino)methyl)-3-hydroxypiperidin-1-yl)prop-2-yn-1-one was prepared from 5,6-dichloropyrimidin-4-amine, (1-benzyl-1H-pyrazol-4-yl)boronic acid, (3S,4S)-tert-butyl 4-(aminomethyl)-3-hydroxypiperidine-1-carboxylate and propiolic acid according to general scheme 3 using methods S1, S2, S3, and S4A. HPLC purity: 99%. MS: m/z=432 [M+H]+. 1H NMR (CD3OD) δ 8.22 (s, 1H), 7.84 (s, 1H), 7.69 (s, 1H), 7.40 (m, 5H), 4.43 (m, 2H), 4.01 (d, 1H), 3.62 (m, 1H), 3.61 (m, 1H), 3.29 (m, 1H), 3.03 (m, 1H), 2.60 (m, 1H), 1.76 (m, 3H), 1.24 (m, 1H), 1.21 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073947B2
Source datasetuspto-grants-2015_07
ORD IDord-9a97da88c386474eb409a62cae649ca8
Source noteuspto-grants-2015_07