Hydrochloric Acid → 5-[3-Butyl-6-(piperidin-4-yloxy)-pyridazin-4-yl]-2-cyclohexyloxy-benzoic acid methyl ester dihydrochloride

HRID 2168751Notes

Reaction equation

HRID 2168751 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[N:16]=[N:17][C:18]([CH2:38][CH2:39][CH2:40][CH3:41])=[C:19]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH:28]4[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]4)=[C:23]([C:34]([O:36][CH3:37])=[O:35])[CH:22]=3)[CH:20]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:42]>C(Cl)Cl.O1CCOCC1>[ClH:42].[ClH:42].[CH3:37][O:36][C:34](=[O:35])[C:23]1[CH:22]=[C:21]([C:19]2[CH:20]=[C:15]([O:14][CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[N:16]=[N:17][C:18]=2[CH2:38][CH2:39][CH2:40][CH3:41])[CH:26]=[CH:25][C:24]=1[O:27][CH:28]1[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 673756004-[6-Butyl-5-(4-cyclohexyloxy-3-methoxycarbonyl-phenyl)-pyridazin-3-yloxy]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 673727635-[3-Butyl-6-(piperidin-4-yloxy)-pyridazin-4-yl]-2-cyclohexyloxy-benzoic acid methyl ester dihydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-[6-butyl-5-(4-cyclohexyloxy-3-methoxycarbonyl-phenyl)-pyridazin-3-yloxy]-piperidine-1-carboxylic acid tert-butyl ester (0.754 mmol, 428 mg) in DCM (6 mL) was added 4 N HCl in dioxane (2 mL) and the reaction mixture was stirred for 1 h. The organic solvents were removed in vacuo and 5-[3-Butyl-6-(piperidin-4-yloxy)-pyridazin-4-yl]-2-cyclohexyloxy-benzoic acid methyl ester dihydrochloride was obtained as yellow solid, which was used for next reaction directly

Workup

  1. customThe organic solvents were removed in vacuo

Sources & evidence

ORD record
ord-175d6422c72a4b20b49fc507f4ddcd4e
Source dataset
uspto-grants-2015_06
Patent number
US09045461B2

Reaction notes

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