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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2039320Generated: October 31, 2026

Diisopropylethylamine → HCID 178456854, compound

https://huagongshe.com/reaction/2039320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPurine, 6-bromo-HCID 5287830—
Reactant2-(1-amino-propyl)-5-methyl-3-phenyl-3H-quinazolin-4-oneHCID 59841038—
Solvent1-ButanolHCID 263—
ProductHCID 178456854HCID 178456854—

Reaction Conditions

Temperature120 °C

Reaction Steps

Compound 17 (100 mg, 0.341 mmol) was combined with 6-bromo purine (75 mg, 0.375 mmol) and diisopropylethylamine (65 uL, 0.375 mmol) in n-butanol (1.0 mL). The reaction was sealed, heated to 120° C., and stirred for 18 hours. The solution was allowed to cool, then concentrated in vacuo. The resulting residue was purified by prep HPLC to provide compound 14 as an olive solid. (ES): m/z 412 (M+H), 206. 1H NMR (300 MHz, DMSO-d6) δ 8.96-9.06 (br. m, 1H), 8.53 (br. s, 1H), 8.51 (s, 1H), 7.68 (t, 1H, J=7.8 Hz), 7.45-7.62 (m, 6H), 7.31 (d, 1H, J=7.3 Hz), 4.76-4.86 (m, 1H), 2.73 (s, 3H), 1.98-2.11 (m, 1H), 1.76-1.94 (m, 1H), 0.79 (t, 3H, J=7.2 Hz). The reaction described above and compound 14 are shown below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE044599E1
Source datasetuspto-grants-2013_11
ORD IDord-4f9bd86bbd4a43e0a544ecefcf70fab9
Source noteuspto-grants-2013_11