Hydrochloric Acid → 3-(4-(Methoxymethyl)piperidine-4-carboxamido)phenyl dimethylcarbamate

HRID 216061Notes

Reaction equation

[CH3:1][N:2]([CH3:31])[C:3]([O:5][C:6]1[CH:7]=[C:8]([NH:12][C:13]([C:15]2([CH2:28][O:29][CH3:30])[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)=[O:14])[CH:9]=[CH:10][CH:11]=1)=[O:4].Cl>CO>[CH3:31][N:2]([CH3:1])[C:3](=[O:4])[O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]([C:15]2([CH2:28][O:29][CH3:30])[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)=[O:14])[CH:7]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of tert-butyl 4-(3-(dimethylcarbamoyloxy)-phenylcarbamoyl)-4-(methoxymethyl)piperidine-1-carboxylate from step C (1.03 g, 2.37 mmol) in methanol (10 mL) was added HCl (4 M solution in dioxane, 2 mL). The reaction was heated at 50° C. for 1 hour, and then concentrated under vacuum to provide the title compound as the hydrochloride salt. MS (ES+) [M+H]−=336.3.

Workup

concentrationconcentrated under vacuum

Sources & evidence

ORD record: ord-2f39242d8bb4489a8e66e23a750a4ee4
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193202B2

Reaction notes

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