(4-Chlorophenyl)acetic acid → 2-(4-chlorophenyl)-1-[1-(4-fluorophenyl)-6,7-dihydro-5H-pyrazolo[4,3-b]pyridin-4-yl]ethanone

HRID 710617Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 710617
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[C:27]3[CH2:26][CH2:25][CH2:24][NH:23][C:22]=3[CH:21]=[N:20]2)=[CH:15][CH:14]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([N:23]2[CH2:24][CH2:25][CH2:26][C:27]3[N:19]([C:16]4[CH:17]=[CH:18][C:13]([F:12])=[CH:14][CH:15]=4)[N:20]=[CH:21][C:22]2=3)=[O:11])=[CH:6][CH:7]=1

Komponenten

3

Edukt 2

HCID 15880(4-Chlorophenyl)acetic acidHCID 679846101-(4-fluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine

Produkt 1

HCID 733352312-(4-chlorophenyl)-1-[1-(4-fluorophenyl)-6,7-dihydro-5H-pyrazolo[4,3-b]pyridin-4-yl]ethanone

Versuchsvorschrift

The compound was from prepared from 4-chlorophenylacetic acid and 1-(4-fluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine using General Method A. The product mixture was crystallized from 4:1 CH3CN:H2O to give the title compound as an off-white crystalline solid (37.6 mg). 1H NMR (400 MHz, MeOD-d4, mixture of rotamers) δ 8.18 (s, 0.9H), 7.84 (s, 0.1H), 7.56 (m, 2H), 7.25-7.37 (m, 6H), 4.02 (s, 0.2H), 3.92 (s, 1.8H), 2.81 (t, J=6.2 Hz, 2H), 2.49 (m, 2H), 1.90 (m, 2H); MS: (ES) m/z calculated for C20H18ClFN3O [M+H]+ 370.1, found 370.1.

Aufarbeitung

  1. customThe product mixture was crystallized from 4:1 CH3CN

Quellen und Nachweise

ORD-Eintrag
ord-36f1669daced42e680893f3bb5718ec3
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181241B2

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