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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424391Generated: October 25, 2026

Diisopropylethylamine → HCID 178519577, compound

https://huagongshe.com/reaction/1424391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(4-Chloroquinazolin-2-yl)(3-fluorophenyl)methanoneHCID 86649047—
ReactantHCID 178418806HCID 178418806—
SolventDimethylformamideHCID 6228—
ProductHCID 178519577HCID 17851957727%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (4-chloroquinazolin-2-yl)(3-fluorophenyl)methanone from Example 1 (57 mg, 0.20 mmol) in DMF (3 mL), DIEA (0.069 mL, 0.4 mmol) and 1H-pyrazol-3-amine (83 mg, 1 mmol) were added. The mixture was stirred at 50° C. for 2 h. The reaction was quenched by adding water and the precipitate was filtered. The crude solid was purified on preparative TLC using DCM/MeOH as mobile phase to afford (4-(1H-pyrazol-3-ylamino)quinazolin-2-yl)(3-fluorophenyl)methanone (18 mg, 27%). 1H NMR (300 MHz, DMSO-d6) δ 6.80 (s, 1H), 7.67-7.61 (m, 4H), 7.92-7.84 (m, 4H), 8.78 (m, 1H), 10.82 (s, 1H), 12.54 (s, 1H); LC-MS (ESI) m/z 334 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927711B2
Source datasetuspto-grants-2015_01
ORD IDord-26bd3c18c76c4b5d88bf7947074827f1
Source noteuspto-grants-2015_01