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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361524Generated: November 3, 2026

Trifluoroacetic acid → HCID 58362567, compound

https://huagongshe.com/reaction/2361524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-Indolylboronic acidHCID 2734361—
Reactant2-Bromobenzo[4,5]imidazo[1,2-a]pyrimidineHCID 58362356—
SolventAcetonitrile--water (1/1)HCID 18373917—
ProductHCID 58362567HCID 5836256750%

Reaction Steps

The title compound was prepared using General Experimental Procedure A (Suzuki coupling reaction) from 2-bromobenzo[4,5]imidazo[1,2-a]pyrimidine and (1H-indol-5-yl)boronic acid on a 0.12 mmol scale. The crude product was subjected to reversed phase HPLC (TFA buffered water/MeCN) to afford 2-(1H-indol-5-yl)benzo[4,5]imidazo[1,2-a]pyrimidine (T759) as a orange solid (20 mg, 50%). 1H NMR (400 MHz, DMSO-d6): 9.85 (d, J=7.2 Hz, 1H), 8.80 (s, 1H), 8.52 (d, J=8.0 Hz, 1H), 8.46 (d, J=7.2 Hz, 1H), 8.26 (dd, J=8.8, 1.2 Hz, 1H), 7.87 (d, J=7.6 Hz, 1H), 7.77 (t, J=7.2 Hz, 1H), 7.68-7.64 (m, 2H), 7.55 (t, J=2.4 Hz, 1H), 6.70 (m, 1H); MS (ESI) m/z [M+H]+285.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691187B2
Source datasetuspto-grants-2014_04
ORD IDord-b5462748d73a40be820ef50deee5ed08
Source noteuspto-grants-2014_04