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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300818Generated: October 31, 2026

2-Bromopyridine → 2-[(S)-1-Phenylethylamino]-4-[6-(4-(pyridine-2-yl)triazol-1-yl)benzimidazol-1-yl]pyrimidine

https://huagongshe.com/reaction/2300818

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyridineHCID 7973—
Reactant2-[(S)-1-phenylethylamino]-4-[6-(4-tributylstannyl-triazol-1-yl)benzimidazol-1-yl]pyrimidineHCID 69962573—
CatalystHCID 178418397HCID 178418397—
Product2-[(S)-1-Phenylethylamino]-4-[6-(4-(pyridine-2-yl)triazol-1-yl)benzimidazol-1-yl]pyrimidineHCID 599247819.6%

Reaction Steps

The title compound was prepared from 30.5 mg of 2-[(S)-1-phenylethylamino]-4-[6-(4-tributylstannyl-triazol-1-yl)benzimidazol-1-yl]pyrimidine, 36.3 mg 2-bromopyridine and 0.5 mg Pd(PPh3)4 using the procedure described in EXAMPLE 273 except that the the reaction mixture was stirred for 16 hours. The residue was purified by flash chromatography eluting with acetone in hexanes to give 2.0 mg of the title compound. 1H NMR (500 MHz, 1:1 CD3OD/CDCl3): δ 1.64 (d, J=6.8 Hz, 3H), 5.28 (m, 1H), 7.0-7.35 (m, 5H), 7.40 (br s, 6.4 Hz, 1H), 7.54 (t, J=7.1 Hz, 1H), 7.84 (m, 1H), 7.93 (d, J=8.4 Hz, 1H), 8.11 (t, J=7.5 Hz, 1H), 8.32 (d, J=8.3 Hz, 1H), 8.36 (m, 1H), 8.65 (d, J=4.6 Hz, 1H), 8.83-9.2 (m, 3H). Mass Spectrum (CH3CN-TFA-NH4HCO2-ESI): 460.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498165B1
Source datasetuspto-grants-2002_12
ORD IDord-e4f10b88a07e449a9dfc9f1c9f461736
Source noteuspto-grants-2002_12