Hydrochloric Acid → HCID 67375356, compound

HRID 2168748Notes

Reaction equation

HRID 2168748 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[N:16]=[N:17][C:18]([CH2:40][CH2:41][CH2:42][CH3:43])=[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]4[N:38]([CH3:39])[N:37]=[N:36][N:35]=4)[CH:22]=3)[CH:20]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:44]>C(Cl)Cl.O1CCOCC1>[ClH:44].[ClH:44].[CH2:40]([C:18]1[N:17]=[N:16][C:15]([O:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:20][C:19]=1[C:21]1[CH:26]=[CH:25][C:24]([O:27][CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]2)=[C:23]([C:34]2[N:38]([CH3:39])[N:37]=[N:36][N:35]=2)[CH:22]=1)[CH2:41][CH2:42][CH3:43]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67373765HCID 67373765, compound

Product 1

HCID 67375356HCID 67375356, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-{6-butyl-5-[4-cyclohexyloxy-3-(1-methyl-1H-tetrazol-5-yl)-phenyl]-pyridazin-3-yloxy}-piperidine-1-carboxylic acid tert-butyl ester (0.52 mmol, 308 mg) in DCM (3 mL) was added 4 N HCl in dioxane (1 mL) and the reaction mixture was stirred for 1 h. The organic solvents were removed in vacuo and the residue was triturated with anhydrous diethyl ether and hexanes. The yellow solid was dried overnight under high vacuum to give 3-butyl-4-[4-cyclohexyloxy-3-(1-methyl-1H-tetrazol-5-yl)-phenyl]-6-(piperidin-4-yloxy)-pyridazine dihydrochloride (229.3 mg).

Workup

  1. customThe organic solvents were removed in vacuo
  2. customthe residue was triturated with anhydrous diethyl ether and hexanes
  3. customThe yellow solid was dried overnight under high vacuum

Sources & evidence

ORD record
ord-3821fb0b7afa4c9cb9fa166ddfdeca92
Source dataset
uspto-grants-2015_06
Patent number
US09045461B2

Reaction notes

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