Hydrochloric Acid → 3-(4-(2-Methoxyethoxy)piperidine-4-carboxamido)phenyl dimethylcarbamate

HRID 216088Notes

Reaction equation

[CH3:1][N:2]([CH3:33])[C:3]([O:5][C:6]1[CH:7]=[C:8]([NH:12][C:13]([C:15]2([O:28][CH2:29][CH2:30][O:31][CH3:32])[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>[CH3:33][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([O:28][CH2:29][CH2:30][O:31][CH3:32])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[O:14])[CH:7]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of tert-butyl 4-(3-(dimethylcarbamoyloxy)-phenylcarbamoyl)-4-(2-methoxyethoxy)-piperidine-1-carboxylate from step C (150 mg, 0.322 mmol) in methanol (2 mL) was added HCl (4 M solution in dioxane, 0.3 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]+=366.3.

Workup

concentrationconcentrated under vacuum

Sources & evidence

ORD record: ord-36c082feaa474cb183d9a4f88d345de5
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193202B2

Reaction notes

Loading…