5-Amino-2-(trifluoromethyl)pyridine → HCID 178425054, Verbindung

HRID 1898426

Reaktionsgleichung

Reaktionsgleichung von HRID 1898426
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:23])([CH3:22])[O:21][C:17]=3[C:16]([C:24]([O:26]C)=O)=[CH:15][C:13]=2[N:14]=1.[F:28][C:29]([F:38])([F:37])[C:30]1[N:35]=[CH:34][C:33]([NH2:36])=[CH:32][CH:31]=1.C[Al](C)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:22])([CH3:23])[O:21][C:17]=3[C:16]([C:24]([NH:36][C:33]3[CH:34]=[N:35][C:30]([C:29]([F:38])([F:28])[F:37])=[CH:31][CH:32]=3)=[O:26])=[CH:15][C:13]=2[N:14]=1

Komponenten

5

Edukt 3

HCID 27377445-Amino-2-(trifluoromethyl)pyridineHCID 16682925TrimethylaluminumHCID 178496983HCID 178496983, Verbindung

Produkt 1

HCID 178425054HCID 178425054, VerbindungAusbeute 48,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

The title compound was prepared by following the procedure as described for Example-137 using methyl 2-[(2-chloro-6-methylphenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylate (Step-1 of Intermediate-35, 0.150 g, 0.301 mmol), 6-(trifluoromethyl)pyridine-3-amine (0.067 g, 0.451 mmol), trimethyl aluminium (2M solution in toluene) (1 mL) and dry toluene (5.0 mL) to afford 0.075 g of the desired product. 1HNMR (DMSO-d6): δ 1.56 (s, 6H), 2.23 (s, 3H), 3.09 (s, 2H), 7.23-7.31 (m, 2H), 7.40 (d, J=7.8 Hz, 1H), 7.47 (s, 1H), 7.87 (d, J=8.7 Hz, 1H), 8.45 (d, J=8.4 Hz, 1H), 8.98 (s, 1H), 9.10 (bs, 1H), 10.08 (s, 1H), 10.90 (bs, 1H); MS [M]+: 516.16.

Aufarbeitung

  1. customThe title compound was prepared

Quellen und Nachweise

ORD-Eintrag
ord-f54a561845b14c96885e215e4809777f
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08519149B2

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