(6-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-(2-phenoxy-ethyl)-amine → 6-(1h-Indazol-4-yl)-1-methyl-n-(2-phenoxyethyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

HRID 876938Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 876938
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH3:11])[N:9]=[CH:10][C:5]2=[C:4]([NH:12][CH2:13][CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:3]=1.[NH:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24](B2OC(C)(C)C(C)(C)O2)=[N:23]1>>[NH:22]1[C:30]2[C:25](=[C:26]([C:2]3[N:7]=[C:6]4[N:8]([CH3:11])[N:9]=[CH:10][C:5]4=[C:4]([NH:12][CH2:13][CH2:14][O:15][C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[N:3]=3)[CH:27]=[CH:28][CH:29]=2)[CH:24]=[N:23]1

Komponenten

3

Edukt 2

HCID 58345951(6-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-(2-phenoxy-ethyl)-amineHCID 178431105HCID 178431105, Verbindung

Produkt 1

HCID 441802696-(1h-Indazol-4-yl)-1-methyl-n-(2-phenoxyethyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

Versuchsvorschrift

(6-Chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-(2-phenoxy-ethyl)-amine was reacted with indazole boronic acid pinacol ester in General Procedure A. Purification by preparative HPLC yielded 143. NMR (CDCl3) 4.19 (s, 3H, CH3), 4.27 (m, 2H, CH2), 4.36 (m, 2H, CH3), 5.83 (sbr, H, NH), 7.00 (m, 3H, 3×ArH), 7.32 (m, 2H, 2×ArH), 7.55 (m, H, ArH), 7.64 (m, H, ArH), 7.96 (s, H, ArH), 8.45 (d, H, ArH, J=7.23 Hz0, 9.18 (s, H, ArH), 10.16 (sbr, H, NH). MS: (ESI+) MEI+=386.19

Aufarbeitung

  1. customPurification by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-116d15cdf9da44d0989a086b04774aac
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987280B2

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