Hydrochloric Acid → N-Cyclopropyl-N-piperidin-4-yl-acetamide hydrochloride

HRID 1947510Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([C:18](=[O:20])[CH3:19])[CH:15]2[CH2:17][CH2:16]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:21]>C(Cl)Cl.C(OCC)C>[ClH:21].[CH:15]1([N:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[C:18](=[O:20])[CH3:19])[CH2:17][CH2:16]1

Participants

Conditions

Temperature: 30 °C

Procedure

To a solution of 4-(acetyl-cyclopropyl-amino)-piperidine-1-carboxylic acid tert-butyl ester (0.50 g, 1.8 mmol) in DCM (9 mL) was added 2 M HCl in diethyl ether (4.5 mL). The reaction mixture was stirred (30° C., 16 h). The mixture was concentrated to an orange solid and used without additional purification. MS (ESI): mass calcd. for C10H18N2O, 182.14; m/z found, 183.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 4.07-3.95 (m, 1H), 3.48-3.40 (m, 2H), 3.11-2.98 (m, 2H), 2.77 (s, 1H), 2.49-2.36 (m, 2H), 2.22 (s, 3H), 1.97-1.89 (m, 2H), 1.00-0.94 (m, 2H), 0.90-0.82 (m, 2H).

Workup

concentrationThe mixture was concentrated to an orange solid
customused without additional purification

Sources & evidence

ORD record: ord-a22fc4adc30d47e0a46c35c98a91c05b
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08399465B2

Reaction notes

Loading…