Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2188795Generated: October 29, 2026

Lithium Hydroxide → (Pyrimidin-5-yl)boronic acid

https://huagongshe.com/reaction/2188795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantHydantoinHCID 10006—
ReactantCyanogen BromideHCID 10476—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 21881854HCID 21881854—
Product(Pyrimidin-5-yl)boronic acidHCID 2795193—

Reaction Steps

In a manner similar to that described previously (Example 1, Steps 1-4 and Example 3, Step 4), compound 37G was subjected to the following sequence: hydantoin formation with (NH4)2CO3/KCN, hydrolysis with LiOH, methyl ester formation with SOCl2/MeOH, reduction with NaBH4, and cyclization with BrCN to provide (±)-37H (LCMS m/z 295/297, MH+). Final Suzuki coupling with pyrimidine-5-boronic acid afforded the title compound (±)-37. LCMS m/z 295 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324213B2
Source datasetuspto-grants-2012_12
ORD IDord-1341f1fbd6c744219f67d43a0f75b440
Source noteuspto-grants-2012_12