Trifluoroacetic acid → N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamide

HRID 1182965Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1182965
[C:1]1([S:7]([NH:10][C:11]2[CH:12]=[C:13]([C:17]3[CH:18]=[CH:19][C:20]4[N:21]=[CH:22][N:23]=[C:24]([O:27][CH:28]5[CH2:33][CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30][CH2:29]5)[C:25]=4[N:26]=3)[CH:14]=[N:15][CH:16]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:31]1[CH2:32][CH2:33][CH:28]([O:27][C:24]2[C:25]3[N:26]=[C:17]([C:13]4[CH:12]=[C:11]([NH:10][S:7]([C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)(=[O:8])=[O:9])[CH:16]=[N:15][CH:14]=4)[CH:18]=[CH:19][C:20]=3[N:21]=[CH:22][N:23]=2)[CH2:29][CH2:30]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 66558111Tert-butyl 4-(6-(5-(phenylsulfonamido)-pyridine-3-yl)pyrido[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate

Produkt 1

HCID 66558112N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 4-(6-(5-(phenylsulfonamido)-pyridine-3-yl)pyrido[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate (0.15 g, 0.267 mmol) in DCM (1.333 ml) was added TFA (0.205 ml, 2.67 mmol) at room temperature. After stirring for 30 min at room temperature, the reaction mixture was evaporated in vacuo, to give N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamide (0.123 g, 100%) as a yellow oil, which was used in the next step without further purification. 1H-NMR (CDCl3, Varian 400 MHz) δ 1.87-1.92 (2H, m), 2.15-2.22 (2H, m), 2.79-2.85 (2H, m), 3.20-3.24 (2H, m), 5.58-5.62 (1H, m), 7.39-7.42 (3H, m), 7.92-7.94 (2H, m), 8.18-8.20 (2H, m), 8.28 (1H, s), 8.59 (1H, d, J=1.6 Hz), 8.74 (1H, s).

Aufarbeitung

  1. customthe reaction mixture was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-905b2c8bfe0d47438885575102e51994
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664230B2

Notizen zur Reaktion

Wird geladen…