Methanol → HCID 86585991, compound

HRID 1794067Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([S:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:20][CH:19]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.CO.[ClH:34].CCOCC>>[ClH:34].[CH2:25]([O:24][C:21]1[CH:20]=[CH:19][C:18]([CH2:17][S:16][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[O:15])=[CH:23][CH:22]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

Reactant 3

HCID 887Methanol

HCID 10953452Ether hydrochloride

HCID 86585990HCID 86585990, compound

Product 1

HCID 86585991HCID 86585991, compound

Procedure

A solution of 86 mg (0.19 mmol) 4-(4-benzyloxy-benzylsulfanylcarbonyl)-piperazine-1-carboxylic acid tert-butyl ester in 2.2 ml 1.5M HCl/Et2O and 0.45 ml abs. MeOH was stirred at rt for 4 h. Evaporation of the reaction mixture provided 64 mg product as colourless powder. 1H-NMR(d6-DMSO): 3.03–3.17 m, 4H and 3.58–3.73 m, 4H; 4.09 s, 2H; 5.08 s, 2H; 6.95 d, J=7.5 Hz, 2H and 7.26 d, J=7.5 Hz, 2H (AB-system) and 7.30–7.50 m, 5H; 9.2 br, 2H. MS (ISP): 343.2 (M+H)+.

Workup

customEvaporation of the reaction mixture

Sources & evidence

ORD record: ord-854b6278002b42d094dff903178631e9
Source dataset: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07022707B2

Reaction notes

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