4-Methylbenzyl alcohol → HCID 69141378, compound

HRID 1794097Notes

Reaction equation

HRID 1794097 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].[CH3:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][OH:25])=[CH:22][CH:21]=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:25][CH2:24][C:23]1[CH:26]=[CH:27][C:20]([CH3:19])=[CH:21][CH:22]=1)=[O:3]

Participants

3

Reactant 2

HCID 115054-Methylbenzyl alcoholHCID 86585999rel-1,1-Dimethylethyl (3R,5S)-4-(chlorocarbonyl)-3,5-dimethyl-1-piperazinecarboxylate

Product 1

HCID 69141378HCID 69141378, compound

Procedure

4-Methylbenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from cis 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine and 4-methylbenzyl alcohol according to the methods described for Examples 52 and 54 to give the product as a white solid (0.2614 g, 87% overall); λmax (diffuse reflectance)/cm−1 2749, 2656, 2541, 1697, 1594, 1518, 1330, and 1112; δH (400 MHz, DMSO-d6) 10.05 (1H, br), 9.32 (1H, br), 7.26 (2H, d, J 8.0 Hz), 7.18 (2H, d, J 8.0 Hz), 5.07 (2H, s), 4.30 (2H, m), 3.14 (2H, d, J 12.8 Hz), 3.05 (2H, m), 2.30 (3H, s), and 1.30 (6H, d, J 7.2 Hz).

Sources & evidence

ORD record
ord-4138382866a64b8b848279f531515c60
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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