3,4-Difluorobenzyl Chloride → 2,6-Difluoro-4-(3,4-difluorobenzyl)oxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate

HRID 1794126

반응식

HRID 1794126 반응식
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[C:6]([F:11])[C:3]=1[CH2:4][OH:5].[F:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[F:21])[CH2:16]Cl.Cl[C:23]([N:25]1[CH:30]([CH3:31])[CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH:26]1[CH3:39])=[O:24]>>[CH3:39][C@H:26]1[CH2:27][NH:28][CH2:29][C@@H:30]([CH3:31])[N:25]1[C:23]([O:5][CH2:4][C:3]1[C:2]([F:1])=[CH:9][C:8]([O:10][CH2:16][C:15]2[CH:18]=[CH:19][C:20]([F:21])=[C:13]([F:12])[CH:14]=2)=[CH:7][C:6]=1[F:11])=[O:24]

참가 물질

4

실험 절차

2,6-Difluoro-4-(3,4-difluorobenzyl)oxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate was prepared from 2,6-difluoro-4-hydroxybenzyl alcohol, 3,4-difluorobenzyl chloride and 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine according to the methods described for Example 54 and 121 to give the product as a yellow oil: δH (400 MHz; d6-DMSO) 1.13 (6H, d, J 7.0 Hz), 2.60 (2H, dd, J 12.0, 4.5 Hz), 2.66 (2H, d, J 12.0 Hz), 3.77–3.85 (2H, m), 5.04 (2H, s), 5.13 (2H, s), 6.84–6.92 (2H, m), 7.29–7.35 (1H, m), 7.48 (1H, dt, J 11.0, 8.5 Hz) and 7.55 (1H, ddd, J 11.5, 7.5, 2.5 Hz); HPLC (XTERRA, 50–80%, 220 nm) 99.5% (6.17 min).

출처 및 근거

ORD 기록
ord-ade11351209441918d7255fa332d3939
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022707B2

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