4-Amino-6-chloropyrimidine → (6-Chloropyrimidin-4-yl)-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]amine

HRID 626662

Reaktionsgleichung

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH:26]=[C:12]2[C:13]([NH:17][C:18]3[CH:23]=[C:22](C)[N:21]=[C:20](C)[N:19]=3)=[N:14][CH:15]=[CH:16][C:11]2=[N:10]1.[Cl:27]C1C2=CN(C3C(Cl)=CC=CC=3Cl)N=C2C=CN=1.NC1C=C(Cl)N=CN=1>>[Cl:27][C:22]1[N:21]=[CH:20][N:19]=[C:18]([NH:17][C:13]2[C:12]3=[CH:26][N:9]([C:3]4[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=4[Cl:8])[N:10]=[C:11]3[CH:16]=[CH:15][N:14]=2)[CH:23]=1

Komponenten

Edukt 3

HCID 2380124-Amino-6-chloropyrimidine

HCID 69671258[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-(2,6-dimethylpyrimidin-4-yl)amine

HCID 866970364-chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine

Produkt 1

HCID 86697038(6-Chloropyrimidin-4-yl)-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]amineAusbeute 57 %

Versuchsvorschrift

Following the procedure described above for [2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-(2,6-dimethylpyrimidin-4-yl)amine, 4-chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine and 4-amino-6-chloropyrimidine were reacted to afford the title compound as a yellow solid (244 mg, 57% yield). 1H NMR (400 MHz, DMSO-d6): δ 11.14 (br s, 1H), 9.15 (s, 1H), 8.76 (s, 1H), 8.70 (s, 1H), 8.04 (d, J=6.4 Hz, 1H), 7.81 (d, J=8.1 Hz, 2H), 7.71 (t, J=8.1 Hz, 1H), 7.30 (d, J=6.4 Hz, 1H). LCMS (Method D): RT=2.40 min, m/z: 391 [M+H+].

Aufarbeitung

customwere reacted

Quellen und Nachweise

ORD-Eintrag: ord-eefb074596a741c2aca680109890cdbc
Quelldatensatz: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09309240B2

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