5-Chloro-2-furaldehyde → HCID 76285306, Verbindung

HRID 624556

Reaktionsgleichung

[NH2:1][CH2:2][CH2:3][N:4]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)=[C:11]2[C:6]([N:7]([CH3:23])[C:8](=[O:22])[N:9]([CH3:21])[C:10]2=[O:20])=[CH:5]1.[Cl:24][C:25]1[O:29][C:28]([CH:30]=O)=[CH:27][CH:26]=1>C(O)C.C(O)(C(F)(F)F)=O>[Cl:24][C:25]1[O:29][C:28]([CH:30]2[C:5]3=[C:6]4[C:11](=[C:12]([C:13]5[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=5)[N:4]3[CH2:3][CH2:2][NH:1]2)[C:10](=[O:20])[N:9]([CH3:21])[C:8](=[O:22])[N:7]4[CH3:23])=[CH:27][CH:26]=1

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

6-(2-Amino-ethyl)-5-(3-chloro-phenyl)-1,3-dimethyl-1,6-dihydro-pyrrolo[3,4-d]pyrimidine-2,4-dione (Intermediate B) (150 mg, 0.451 mmol) and 5-chlorofuran-2-carbaldehyde (commercially available, 58.8 mg, 0.451 mmol) were suspended in ethanol (1.2 ml). The mixture was heated at 50° C. under microwave irradiation for 1 hour. TFA (4 drops) was added to the reaction mixture and heating continued at 60° C. for a further 30 mins under microwave irradiation. The reaction mixture was diluted with ethanol (0.5 mL) and purified using mass directed HPLC. The product containing fractions were combined and evaporated under reduced pressure to afford a white solid which was dried under vacuum at 50° C. for 16 h to afford the title compound as a pale tan solid;

Aufarbeitung

temperatureheating
customcontinued at 60° C. for a further 30 mins under microwave irradiation
custompurified
additionThe product containing fractions
customevaporated under reduced pressure
customto afford a white solid which
customwas dried under vacuum at 50° C. for 16 h

Quellen und Nachweise

ORD-Eintrag: ord-5a51311e7c1f464badbed1b4e2494218
Quelldatensatz: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09303035B2

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