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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169628Generated: October 31, 2026

1H-Indole-4-boronic acid → HCID 60196655, compound

https://huagongshe.com/reaction/2169628

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indole-4-boronic acidHCID 2763173—
ReactantHCID 86670152HCID 86670152—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
SolventSodium BicarbonateHCID 516892—
ProductHCID 60196655HCID 60196655—

Reaction Steps

The title compound was prepared in a manner similar to EXAMPLE 3 using 3-((2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)methyl)benzonitrile (PREPARATION x14, 59 mg, 0.173 mmol), PdCl2(dppf) (6.32 mg, 8.63 μmol) and 1H-indol-4-ylboronic acid (55.6 mg, 0.345 mmol) in dioxane (2 mL) and aqueous saturated NaHCO3 (0.4 mL). 1H NMR (400 MHz, DMSO-d6) δ 3.16-3.32 (m, 3 H), 3.55-3.66 (m, 2 H), 3.92-4.06 (m, 2 H), 4.07-4.16 (m, 1 H), 4.57-4.78 (m, 3 H), 6.96-7.07 (m, 1 H), 7.20-7.32 (m, 1 H), 7.40-7.48 (m, 1 H), 7.52-7.69 (m, 4 H), 7.71-7.84 (m, 2 H), 7.85-7.93 (m, 1 H), 11.45-11.59 (m, 1 H). ESI-MS m/z [M+H]+ calc'd for C25H22N6O, 423.19; found 423.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045496B2
Source datasetuspto-grants-2015_06
ORD IDord-46a1c23d3e2b4b9f9e0adc1db548c0ed
Source noteuspto-grants-2015_06