Hydrochloric Acid → HCID 11281829, compound

HRID 2354950Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[CH:15]=[C:16]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:17]=[CH:18][CH:19]=2)[C@@H:10]([O:26][CH2:27][C:28]2[CH:37]=[CH:36][C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=2)[CH2:9]1)=O)(C)(C)C.[ClH:38]>>[ClH:38].[C:16]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:17]=[CH:18][CH:19]=[C:14]([C@H:11]2[CH2:12][CH2:13][NH:8][CH2:9][C@@H:10]2[O:26][CH2:27][C:28]2[CH:37]=[CH:36][C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=2)[CH:15]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 67542568HCID 67542568, compound

Product 1

HCID 11281829HCID 11281829, compound

Procedure

A mixture of the title C compound, (3R*,4R*)-4-biphenyl-3-yl-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid t-butyl ester (54 mg, 0.11 mmol) and HCl (5M in 2-propanol, 1 mL, 5 mmol) is stirred for several h at RT (until complete consumption of the starting material). The reaction mixture is evaporated in vacuo to afford (3R*,4R*)-4-biphenyl-3-yl-3-(naphthalen-2-ylmethoxy)-piperidine hydrochloride as a slightly beige foam: MS (LC/MS) 394.1 [M+H]+; Rf 0.23 (DCM/MeOH 9:1).

Workup

customuntil complete consumption of the starting material)
customThe reaction mixture is evaporated in vacuo

Sources & evidence

ORD record: ord-f1f8fb596fa64a9f996ca37f66ac1b62
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07754727B2

Reaction notes

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