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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367340Generated: October 30, 2026

Hydrazine → HCID 178508275, compound

https://huagongshe.com/reaction/2367340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
Reactant4-(2-Amino-6-{2-[4-(4-chlorophenyl)-1H-imidazol-2-yl]-4-morpholinyl}-4-pyrimidinyl)-2-fluorobenzonitrileHCID 178509580—
SolventEthanolHCID 702—
ProductHCID 178508275HCID 178508275125.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-(2-amino-6-{2-[4-(4-chlorophenyl)-1H-imidazol-2-yl]-4-morpholinyl}-4-pyrimidinyl)-2-fluorobenzonitrile (155 mg, 0.326 mmol) and hydrazine (1.033 mL, 32.6 mmol) in ethanol (4 mL) was heated at 120° C. under microwave conditions with stirring for 1 hour. The solvent was evaporated to get 200 mg of residue, which was purified by preparative HPLC to afford the title compound (19 mg) as a yellow powder. LC-MS (ES) m/z=488 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 3.32-3.08 (m, 2H), 3.72 (t, J=11.2 Hz, 1H), 4.06-4.01 (m, 1H), 4.31-4.34 (m, 1H), 4.61 (d, J=14.0 Hz, 1H), 4.72 (bs, 1H), 5.38 (s, 2H), 6.20 (s, 2H), 6.75 (s, 1H), 7.39 (d, J=8.8 Hz, 2H), 7.76-7.46 (m, 3H), 7.81 (d, J=8.4 Hz 2H), 7.99 (s, 1H), 11.53 (s, 1H), 12.41 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697685B2
Source datasetuspto-grants-2014_04
ORD IDord-88401a7b63cc477e8e5bf1b274457a61
Source noteuspto-grants-2014_04