Hydrochloric Acid → HCID 67009924, compound

HRID 221821Notes

Reaction equation

HRID 221821 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[C:22]([CH3:28])=[N:23][NH:24][C:25](=[O:27])[CH:26]=3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:29]>O1CCOCC1.O>[ClH:29].[CH3:28][C:22]1[C:21]([C:18]2[CH:17]=[CH:16][C:15]([O:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:20][CH:19]=2)=[CH:26][C:25](=[O:27])[NH:24][N:23]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59651903HCID 59651903, compound

Product 1

HCID 67009924HCID 67009924, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
50 °C

Procedure

A solution of the product from step 2 (4-[4-(3-methyl-6-oxo-1,6-dihydro-pyridazin-4-yl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester) (7.6 g, 20 mmol) in 30 mL of dioxane and 3.0 mL of water was cooled to 0° C. as 24 mL of 4M HCl in dioxane was added dropwise. After stirring at 50° C. for 1 h, the solvent was evaporated. The white solid was triturated with ether to give 6-methyl-5-[4-(piperidin-4-yloxy)-phenyl]-2H-pyridazin-3-one HCl (6.2 g, 92%): Mp 225-7° C.; MS m/z 286 (M+H).

Workup

  1. additionwas added dropwise
  2. customthe solvent was evaporated
  3. customThe white solid was triturated with ether

Sources & evidence

ORD record
ord-f452cbfe05314db48839cad475510d92
Source dataset
uspto-grants-2012_06
Patent number
US08207168B2

Reaction notes

Loading…