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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726892Generated: October 25, 2026

(4-Fluoro-2-(1H-1,2,4-triazol-1-yl)phenyl)methanamine hydrochloride → N-(4-fluoro-2-(1H-1,2,4-triazol-1-yl)benzyl)-6-(benzyloxy)-1-isopropyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxamide

https://huagongshe.com/reaction/1726892

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Fluoro-2-(1H-1,2,4-triazol-1-yl)phenyl)methanamine hydrochlorideHCID 21069882—
Reactant6-(Benzyloxy) 1-isopropyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxylic acidHCID 57565013—
ProductN-(4-fluoro-2-(1H-1,2,4-triazol-1-yl)benzyl)-6-(benzyloxy)-1-isopropyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxamideHCID 5756505776.2%

Reaction Steps

Coupling of 6-(benzyloxy)-1-isopropyl-5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-7-carboxylic acid (0.300 g, 0.91 mmol) and (4-fluoro-2-(1H-1,2,4-triazol-1-yl)phenyl)methanamine hydrochloride (0.210 g, 0.96 mmol) as described for the synthesis of intermediate 3 gave 0.349 g (76% yield) of the title amide as white crystals; mp 171-172° C. (ethyl acetate). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.24 (6H, d, J=6.8 Hz, 2×CH3), 3.66 (2H, t, J=9 Hz, CH2), 4.13 (2H, t, J=9 Hz, CH2), 4.41 (2H, d, J=6.3 Hz, NCH2), 4.43 (1H, m, CH), 5.10 (2H, s, OCH2), 7.06 (1H, dd, J=2.6 Hz and J=8.6 Hz, aromatic), 7.17 (1H, m, aromatic), 7.29-7.31 (3H, m, aromatics), 7.45-7.48 (2H, m, aromatics), 7.71 (1H, dd, J=5.9 Hz and J=8.6 Hz, aromatic), 8.0 (1H, s, CH), 8.36 (1H, broad t, NH), 8.39 (1H, s, CH). Anal. Calcd for C26H26FN7O3: C, 62.01; H, 5.20; N, 19.47. Found: C, 62.00; H, 5.20; N, 19.50.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07494984B2
Source datasetuspto-grants-2009_02
ORD IDord-c0350402ea294b4ab6f66c11291afc87
Source noteuspto-grants-2009_02