Sodium Hydroxide → US10273222, Example 99

HRID 2277537

Reaktionsgleichung

Reaktionsgleichung von HRID 2277537
[NH:1]1[CH:5]=[C:4]([C:6]2[CH:11]=[C:10]([C:12]([O:14]C)=[O:13])[CH:9]=[CH:8][N:7]=2)[N:3]=[CH:2]1.Br[CH:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18]1.[OH-].[Na+]>CO>[CH2:25]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18][CH:17]1[N:1]1[CH:5]=[C:4]([C:6]2[CH:11]=[C:10]([C:12]([OH:14])=[O:13])[CH:9]=[CH:8][N:7]=2)[N:3]=[CH:2]1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 109654632-bromo-2,3-dihydro-1H-indeneHCID 178498395methyl 2-(1H-imidazol-4-yl)pyridine-4-carboxylate

Produkt 1

HCID 86269492US10273222, Example 99Ausbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The title compound was prepared in 48% yield from methyl 2-(1H-imidazol-4-yl)pyridine-4-carboxylate (PREPARATION 5) and 2-bromo-2,3-dihydro-1H-indene according to the procedure for the preparation of Example 44, followed by saponification using NaOH in MeOH. 1HNMR (400 MHz, DMSO): δ 2.21 (2H, d), 3.52 (2H, d), 5.22 (1H, m), 7.23 (2H, m), 7.32 (2H, m), 7.45 (1H, t, J=5.4 Hz), 7.59 (1H, s), 7.82 (1H, s), 8.21 (1H, s), 8.35 (1H, d). [M+H] Calc'd for C18H15N3O2, 306. Found, 306.

Quellen und Nachweise

ORD-Eintrag
ord-5e58d9975f7f408c97cab71c68482c13
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09133166B2

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