Hydrochloric Acid → 6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (4-fluoro-piperidin-4-ylmethyl)-amide dihydrochloride

HRID 402073Notes

Reaction equation

HRID 402073 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([CH2:15][NH:16][C:17]([C:19]2[N:20]=[N:21][C:22]([CH2:38][CH2:39][CH2:40][CH3:41])=[C:23]([C:25]3[CH:30]=[CH:29][C:28]([O:31][CH:32]4[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]4)=[CH:27][CH:26]=3)[CH:24]=2)=[O:18])([F:14])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:42]>C(Cl)Cl.O1CCOCC1>[ClH:42].[ClH:42].[F:14][C:11]1([CH2:15][NH:16][C:17]([C:19]2[N:20]=[N:21][C:22]([CH2:38][CH2:39][CH2:40][CH3:41])=[C:23]([C:25]3[CH:30]=[CH:29][C:28]([O:31][CH:32]4[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]4)=[CH:27][CH:26]=3)[CH:24]=2)=[O:18])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 673732664-({[6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carbonyl]-amino}-methyl)-4-fluoro-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 673724276-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (4-fluoro-piperidin-4-ylmethyl)-amide dihydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-({[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carbonyl]-amino}-methyl)-4-fluoro-piperidine-1-carboxylic acid tert-butyl ester (70 mg) in DCM (2 mL) was added 4 N HCl in dioxane (1.0 mL), and the reaction was stirred for 1 h. The volatiles were removed under reduced pressure, and the residue was triturated with anhydrous ethyl ether and dried under high vacuum to provide 6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (4-fluoro-piperidin-4-ylmethyl)-amide dihydrochloride.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue was triturated with anhydrous ethyl ether
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-fa936298fa21473f9f29970510a85a83
Source dataset
uspto-grants-2014_06
Patent number
US08741900B2

Reaction notes

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