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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185355Generated: October 30, 2026

1-Cyclohexenylboronic acid → HCID 58465087, compound

https://huagongshe.com/reaction/1185355

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclohexenylboronic acidHCID 3862902—
Reactanttert-butyl 4-(5-(4-(butyloxycarbonylaminomethyl)piperidin-1-yl)-1-methyl-1H-pyrazol-4-ylcarbamoyl)-2-bromothiazol-5-ylcarbamateHCID 58464898—
ProductHCID 58465087HCID 5846508751%

Reaction Steps

Following the procedure for Example 281, Suzuki coupling of tert-butyl 4-(5-(4-(butyloxycarbonylaminomethyl)piperidin-1-yl)-1-methyl-1H-pyrazol-4-ylcarbamoyl)-2-bromothiazol-5-ylcarbamate and cyclohex-1-ene-1-boronic acid gave 282 (44 mg, 51% over three steps). 1H NMR (400 MHz, d4-MeOD) δ 7.45 (s, 1H), 3.71 (s, 3H), 3.21-3.08 (m, 4H), 2.85-2.76 (m, 1H), 2.64 (d, J=6.6 Hz, 2H), 2.09 (d, J=12.1 Hz, 2H), 1.90-1.81 (m, 4H), 1.76 (d, J=13.0 Hz, 1H), 1.59-1.25 (m, 8H). LCMS (ES+) m/z 418 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669361B2
Source datasetuspto-grants-2014_03
ORD IDord-5e7bfef4760c44818414661e5ec9cf94
Source noteuspto-grants-2014_03