(2-Fluoro-5-methoxyphenyl)methanol → HCID 69141667, compound

HRID 1794102Notes

Reaction equation

HRID 1794102 reaction equation
[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][C:20]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][C:21]=1[CH2:22][OH:23]>>[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:23][CH2:22][C:21]1[CH:24]=[C:25]([O:28][CH3:29])[CH:26]=[CH:27][C:20]=1[F:19])=[O:3]

Participants

3

Reactant 2

HCID 23074410(2-Fluoro-5-methoxyphenyl)methanolHCID 86585999rel-1,1-Dimethylethyl (3R,5S)-4-(chlorocarbonyl)-3,5-dimethyl-1-piperazinecarboxylate

Product 1

HCID 69141667HCID 69141667, compound

Procedure

2-Fluoro-5-methoxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from cis 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine and 2-fluoro-5-methoxybenzyl alcohol according to the methods described for Examples 54 to give the product as white crystals (0.2714 g, 82% overall); (Found: C, 53.95; H, 6.7; N, 8.3%. C15H21FN2O3.HCl requires C, 54.1; H, 6.7; N, 8.4%); δH (400 MHz, DMSO-d6) 9.84 (2H, br), 7.16 (1H, t, J 9.2 Hz), 6.99 (1H, m), 6.94 (1H, m), 5.13 (2H, s), 4.31 (2H, m, J 6 Hz), 3.73 (3H, s), 3.14 (2H, d, J 13 Hz), 3.06 (2H, dd, J 5.2 and 13 Hz), and 1.31 (6H, d, J 7.2 Hz).

Sources & evidence

ORD record
ord-62a10f530a924f5a91b1298832e41051
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

Loading…