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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 520450Erstellt: 24. Oktober 2026

Pyrrolidone carboxylic acid → N-(3-methyl-4-oxo-2-(3-(trifluoromethyl)phenyl)-3,4-dihydroquinazolin-8-yl)-5-oxopyrrolidine-2-carboxamide

https://huagongshe.com/de/reaction/520450

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyrrolidone carboxylic acidHCID 499—
EduktTriethylamineHCID 8471—
EduktThionyl ChlorideHCID 24386—
Edukt8-amino-3-methyl-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-oneHCID 58552822—
KatalysatorDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-(3-methyl-4-oxo-2-(3-(trifluoromethyl)phenyl)-3,4-dihydroquinazolin-8-yl)-5-oxopyrrolidine-2-carboxamideHCID 58552818—

Reaktionsschritte

Thionylchloride (83 mg, 0.7 mmol) was added to a solution of 5-oxopyrrolidine-2-carboxylic acid 19 (65 mg, 0.5 mmol) in THF (5 mL) at 0° C. DMF (1 drop) was added and the solution was allowed to warm to room temperature for 3 h then cooled to 0° C. A solution of 8-amino-3-methyl-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one 5 (65 mg, 0.2 mmol) and triethylamine (145 mg, 1.44 mmol) in THF (1 mL) was added and the reaction mixture was allowed to warm to room temperature and stirred for 12 h. The reaction mixture was concentrated to dryness and the crude residue was purified by preparative TLC to give Compound 339. MS (ESI) calcd for C21H17F3N4O3: 430.1. found: 431 [M+H].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09326986B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-39b8027fde4f46f28eacddcf04cf7944
Quellennotizuspto-grants-2016_05