Hydrochloric Acid → HCID 86657781, compound

HRID 401923Notes

Reaction equation

HRID 401923 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][O:15][C:16]2[N:17]=[N:18][C:19]([CH2:35][CH2:36][CH2:37][CH3:38])=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:24][CH:23]=3)[CH:21]=2)[C@H:10]([O:39]COC)[CH2:9]1)=O)(C)(C)C.[ClH:43]>C(Cl)Cl.O1CCOCC1>[ClH:43].[ClH:43].[CH2:35]([C:19]1[N:18]=[N:17][C:16]([O:15][CH2:14][C@H:11]2[CH2:12][CH2:13][NH:8][CH2:9][C@H:10]2[OH:39])=[CH:21][C:20]=1[C:22]1[CH:27]=[CH:26][C:25]([O:28][CH:29]2[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]2)=[CH:24][CH:23]=1)[CH2:36][CH2:37][CH3:38]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86657787HCID 86657787, compound

Product 1

HCID 86657781HCID 86657781, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of (±)-cis-4-[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxymethyl]-3-methoxymethoxy-piperidine-1-carboxylic acid tert-butyl ester (1.03 mmol, 0.60 g) in DCM (5 mL) was added 4 N HCl in dioxane (5 mL). The solution was stirred for 2 hours. The solvents were removed with reduced pressure and the salt was triturated with diethyl ether and filtered to give (±)-cis-4-[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazin-3-yloxymethyl]-piperidin-3-ol dihydrochloride (0.50 g).

Workup

  1. customThe solvents were removed with reduced pressure
  2. customthe salt was triturated with diethyl ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-eb2e58a4834e4581bd11de7eab80eb1a
Source dataset
uspto-grants-2014_06
Patent number
US08741900B2

Reaction notes

Loading…