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HRID 1908141Erstellt: 24. Oktober 2026

Triethylamine → Spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-yl(4-(2,2,2-trifluoroethoxy)phenyl)methanone

https://huagongshe.com/de/reaction/1908141

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt4-(2,2,2-Trifluoroethoxy)benzoic acidHCID 3763901—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
EduktSpiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]HCID 58550727—
LösungsmittelDimethylformamideHCID 6228—
ProduktSpiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4'-piperidine]-1'-yl(4-(2,2,2-trifluoroethoxy)phenyl)methanoneHCID 58551056—

Reaktionsschritte

4-(2,2,2-Trifluoroethoxy)benzoic acid (22 mg, 0.10 mmol), HATU (42 mg, 0.11 mmol), and DMF (0.8 mL) were combined and allowed to sit at room temperature for 10 minutes. The activated acid was then added to spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine] (28 mg, 0.10 mmol) followed by the addition of Et3N (84 μL, 0.60 mmol). The reaction mixture was stirred at room temperature for 17 h before it was filtered and purified by prep-HPLC (5 mM HCl/H2O and MeOH) to provide spiro[benzo[b]pyrrolo[1,2-d][1,4]oxazine-4,4′-piperidine]-1′-yl(4-(2,2,2-trifluoroethoxy)phenyl)methanone. ESI-MS m/z calc. 442.2. found 443.4 (M+1)+. Retention time: 2.05 minutes (4 min run).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08598164B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-98e437e7ca52402f83beac9e25f373ea
Quellennotizuspto-grants-2013_12