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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216880Generated: October 30, 2026

1-Butanol → HCID 178456855, compound

https://huagongshe.com/reaction/216880

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantDiisopropylethylamineHCID 81531—
ReactantPurine, 6-bromo-HCID 5287830—
ReactantHCID 57707812HCID 57707812—
ProductHCID 178456855HCID 178456855—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-bromopurine (0.2423 g, 1.218 mmol), 2-(5-chloro-3-(3-fluoro-phenyl)quinoxalin-2-yl)propan-2-amine (0.3845 g, 1.218 mmol), and N,N-diisopropylethylamine (0.6363 mL, 3.653 mmol) in 1-butanol (7.000 mL, 1.218 mmol) was stirred at 100° C. After 62 h, the mixture was removed from the heat and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column using 30% of CH2Cl2:MeOH:NH4OH (89:9:1) in CH2Cl2 as eluent to give N-(2-(5-chloro-3-(3-fluorophenyl)quinoxalin-2-yl)propan-2-yl)-9H-purin-6-amine as a white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 12.84 (1H, s), 8.12 (1H, dd, J=8.4, 1.0 Hz), 8.00 (2H, dd, J=7.5, 1.1 Hz), 7.80-7.91 (1H, m), 7.78 (1H, s), 6.88-7.19 (3H, m), 6.75 (1H, s), 6.41 (1H, s), 1.94 (6H, s); LC-MS (ESI) m/z 434.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193199B2
Source datasetuspto-grants-2012_06
ORD IDord-9dde042c296e49f89b505a99f36c2e9f
Source noteuspto-grants-2012_06