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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206368Generated: October 31, 2026

Phosphoric Acid → 3-(6-(3-Acetamido-4-methylphenylamino)-3-cyanoimidazo[1,2-b]pyridazin-8-ylamino)-N-(2-(dimethylamino)ethyl)benzamide

https://huagongshe.com/reaction/2206368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
Reactant2-Acetylamino-4-aminotolueneHCID 79492—
Reactant3-((6-Chloro-3-cyanoimidazo[1,2-b]pyridazin-8-yl)(4-methoxybenzyl)amino)-N-(2-(dimethylamino)ethyl)benzamideHCID 59313763—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product3-(6-(3-Acetamido-4-methylphenylamino)-3-cyanoimidazo[1,2-b]pyridazin-8-ylamino)-N-(2-(dimethylamino)ethyl)benzamideHCID 59313710—

Reaction Steps

Example 253 was prepared from 253D and N-(5-amino-2-methylphenyl) acetamide following the procedure as described in Example 6. HPLC: Rt=3.110 min. (YMC S5 ODS (4.6×50 mm) 0%-100% B. Solvent B: (90% MeOH, 10% H2O, 0.2% H3PO4). Solvent A: (10% MeOH, 90% H2O, 0.2% H3PO4). Gradient, start % B=0, final % B=100, gradient time 4 min., hold at 100% 1 min., flow rate 4 mL/min.). MS (ES): m/z=512.2 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.04 (1 H, br. s.), 9.52-9.58 (2 H, m), 9.21 (1 H, s), 8.94 (1 H, t, J=5.52 Hz), 8.18 (1 H, s), 7.87 (1 H, s), 7.59-7.63 (2 H, m), 7.44-7.54 (2 H, m), 7.06 (1 H, d, J=8.28 Hz), 6.81-6.85 (1 H, m), 3.59 (3 H, q, J=5.69 Hz), 3.24 (2 H, q, J=5.86 Hz), 2.73-2.84 (6 H, m), 2.08 (3 H, s), 1.98 (3 H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371328B2
Source datasetuspto-grants-2016_06
ORD IDord-5056897b72c64d4a9ceef64e273bbd5f
Source noteuspto-grants-2016_06