Hydrochloric Acid → (4-Propyl-piperidin-4-yl)-quinolin-2-yl-methanone hydrochloride

HRID 661574Notes

Reaction equation

HRID 661574 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([CH2:26][CH2:27][CH3:28])([C:14]([C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:29]>CO>[ClH:29].[CH2:26]([C:11]1([C:14]([C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=2)=[O:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[CH2:27][CH3:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 580172314-Propyl-4-(quinoline-2-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 66688189(4-Propyl-piperidin-4-yl)-quinolin-2-yl-methanone hydrochlorideYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Propyl-4-(quinoline-2-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester (124 mg, 0.32 mmol) was dissolved in a solution of anhydrous 1.0M HCl in MeOH (5 mL). The reaction mixture was stirred at room temperature for 15 hours then concentrated under reduced pressure to afford 82 mg (80%) of (4-propyl-piperidin-4-yl)-quinolin-2-yl-methanone hydrochloride as a yellow solid, MS=283 [M+H]+.

Workup

  1. concentrationthen concentrated under reduced pressure

Sources & evidence

ORD record
ord-7661227aa8bc4b6eac1f66c091781a83
Source dataset
uspto-grants-2011_12
Patent number
US08084623B2

Reaction notes

Loading…