1,4-Dioxane hydrochloride → (+/-)-cis-6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (3-fluoro-piperidin-4-ylmethyl)-amide dihydrochloride

HRID 1972083Notes

Reaction equation

HRID 1972083 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][NH:15][C:16]([C:18]2[N:19]=[N:20][C:21]([CH2:37][CH2:38][CH2:39][CH3:40])=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([O:30][CH:31]4[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]4)=[CH:26][CH:25]=3)[CH:23]=2)=[O:17])[C@H:10]([F:41])[CH2:9]1)=O)(C)(C)C.[ClH:42].O1CCOCC1>>[ClH:42].[ClH:42].[F:41][C@H:10]1[C@@H:11]([CH2:14][NH:15][C:16]([C:18]2[N:19]=[N:20][C:21]([CH2:37][CH2:38][CH2:39][CH3:40])=[C:22]([C:24]3[CH:29]=[CH:28][C:27]([O:30][CH:31]4[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]4)=[CH:26][CH:25]=3)[CH:23]=2)=[O:17])[CH2:12][CH2:13][NH:8][CH2:9]1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 86657838(+/-)-cis-4-({[6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carbonyl]-amino}-methyl)-3-fluoro-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 131730542(+/-)-cis-6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (3-fluoro-piperidin-4-ylmethyl)-amide dihydrochloride

Procedure

(±)-cis-4-({[6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carbonyl]-amino}-methyl)-3-fluoro-piperidine-1-carboxylic acid tert-butyl ester (0.47 mmol, 266 mg) was stirred in 4 M HCl/dioxane (2 mL) for 20 min at room temperature. The solvent was evaporated to provide (±)-cis-6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid (3-fluoro-piperidin-4-ylmethyl)-amide dihydrochloride. The crude product was used without further purification.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-41e693f99e9e46aea0784cbba09124f2
Source dataset
uspto-grants-2013_04
Patent number
US08431575B2

Reaction notes

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