4-(Difluoromethoxy)benzyl alcohol → 4-Difluoromethoxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride

HRID 1794085

Reaktionsgleichung

Reaktionsgleichung von HRID 1794085
[Cl:1][C:2]([N:4]1[C@H:9]([CH3:10])[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][C@@H:5]1[CH3:18])=[O:3].[F:19][CH:20]([F:30])[O:21][C:22]1[CH:29]=[CH:28][C:25]([CH2:26][OH:27])=[CH:24][CH:23]=1>>[ClH:1].[CH3:18][C@H:5]1[CH2:6][NH:7][CH2:8][C@@H:9]([CH3:10])[N:4]1[C:2]([O:27][CH2:26][C:25]1[CH:24]=[CH:23][C:22]([O:21][CH:20]([F:30])[F:19])=[CH:29][CH:28]=1)=[O:3]

Komponenten

3

Edukt 2

HCID 27369964-(Difluoromethoxy)benzyl alcoholHCID 86585999rel-1,1-Dimethylethyl (3R,5S)-4-(chlorocarbonyl)-3,5-dimethyl-1-piperazinecarboxylate

Produkt 1

HCID 691431804-Difluoromethoxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride

Versuchsvorschrift

4-Difluoromethoxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from cis 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine and 4-difluoromethoxybenzyl alcohol according to the methods described for Examples 52 and 54 to give the product as a white solid (0.202 g, 58% overall); (Found: C, 51.4; H, 6.2; N, 8.0%. C15H20F2N2O3.HCl requires C, 51.4; H, 6.0; N, 8.0%); δH (400 MHz, DMSO-d6) 9.87 (2H, br), 7.44 (2H, d, J 8.8 Hz), 7.24 (1H, t, J 74 Hz), 7.19 (2H, d, J 8.8 Hz), 5.11 (2H, s), 4.32 (2H, m), 3.14 (2H, d, J 13.2 Hz), 3.06 (2H, dd, J 5.2 and 13.2 Hz), and 1.31 (6H, d, J 7.2 Hz).

Quellen und Nachweise

ORD-Eintrag
ord-7e5e891635964893bc1e8f37669fb9ac
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07022707B2

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