HCID 69142236, compound → HCID 69141497, compound

HRID 1794109Notes

Reaction equation

HRID 1794109 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH:11]([F:13])[F:12])=[CH:6][C:3]=1[CH2:4][OH:5].[Cl:14][C:15]([N:17]1[C@H:22]([CH3:23])[CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][C@@H:18]1[CH3:31])=[O:16]>>[ClH:14].[CH3:31][C@H:18]1[CH2:19][NH:20][CH2:21][C@@H:22]([CH3:23])[N:17]1[C:15]([O:5][CH2:4][C:3]1[CH:6]=[C:7]([O:10][CH:11]([F:12])[F:13])[CH:8]=[CH:9][C:2]=1[F:1])=[O:16]

Participants

3

Reactant 2

HCID 69142236HCID 69142236, compoundHCID 86585999rel-1,1-Dimethylethyl (3R,5S)-4-(chlorocarbonyl)-3,5-dimethyl-1-piperazinecarboxylate

Product 1

HCID 69141497HCID 69141497, compound

Procedure

2-Fluoro-5-difluoromethoxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from 2-fluoro-5-difluoromethoxybenzyl alcohol and cis 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine according to the methods described for Examples 52 and 54 to give the product as a white solid (0.1473 g, 84%); νmax (diffuse reflectance)/cm−1 2780, 2314, 1697, 1593, 1501, 1327, 1209, and 1101; δH (400 MHz, DMSO-d6) 9.74 (1H, br), 9.18 (1H, br), 7.35–7.22 (3H, m), 7.20 (1H, t, J 74 Hz), 5.17 (2H, s), 4.31 (2H, m, J 6.4 Hz), 3.16 (2H, d, J 13 Hz), 3.08 (2H, dd, J 5.2 and 13 Hz), and 1.30 (6H, d, J 7.2 Hz).

Sources & evidence

ORD record
ord-b336d5705a2a4a13b427beeb5ee55f86
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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