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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929335Generated: October 25, 2026

Water → (4-fluorophenyl)(4-(5-methyl-1H-pyrazol-3-ylamino)quinazolin-2-yl)methanone

https://huagongshe.com/reaction/929335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant1H-Pyrazol-3-amine, 5-methyl-HCID 93146—
Reactant(4-Chloroquinazolin-2-yl)(4-fluorophenyl)methanoneHCID 86649048—
SolventDimethylformamideHCID 6228—
Product(4-fluorophenyl)(4-(5-methyl-1H-pyrazol-3-ylamino)quinazolin-2-yl)methanoneHCID 4689224329%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of compound 12 (84 mg, 0.30 mmol) in DMF (3 mL) at room temperature were added DIPEA (0.103 mL, 0.6 mmol) and 5-methyl-1H-pyrazol-3-amine (88 mg, 0.9 mmol). The reaction mixture was heated at 40° C. overnight. Water was added, and the yellow precipitate was collected by filtration and washed with water. The solid was purified by silica gel chromatography eluting with DCM/MeOH to give compound 1 (30 mg, 29%). 1H NMR (300 MHz, DMSO-d6) δ 2.19 (s, 3H), 6.54 (s, 1H), 7.40 (m, 2H), 7.68 (t, 1H), 7.9-7.7 (m, 2H), 8.08 (m, 2H), 8.74 (d, 1H), 10.66 (s, 1H), 12.20 (s, 1H); LC-MS (ESI) m/z: 348 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09295672B2
Source datasetuspto-grants-2016_03
ORD IDord-5a6783ee46d1432b9b37e2118bb4585a
Source noteuspto-grants-2016_03