Hydrochloric Acid → HCID 56600581, compound

HRID 1619587Notes

Reaction equation

HRID 1619587 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:31]([N:34](COC)[C:35]2[N:36]=[N:37][CH:38]=[CH:39][CH:40]=2)(=[O:33])=[O:32])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)=[CH:11][C:10]=1[C:25]1[CH:30]=[CH:29][N:28]=[N:27][CH:26]=1.ClC1C=C(S(/N=C2/N(COC)N=CC=C/2)(=O)=O)C=CC=1OC1C=CC(C2C=CC(C(F)(F)F)=CC=2)=CC=1C1C=CN=NC=1.Cl>ClCCl.O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([S:31]([NH:34][C:35]2[N:36]=[N:37][CH:38]=[CH:39][CH:40]=2)(=[O:32])=[O:33])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[CH:17][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:19][CH:20]=2)=[CH:11][C:10]=1[C:25]1[CH:30]=[CH:29][N:28]=[N:27][CH:26]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 58042306HCID 58042306, compoundHCID 58042350HCID 58042350, compound

Product 1

HCID 56600581HCID 56600581, compoundYield 33%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 3-Chloro-N-(methoxymethyl)-N-pyridazin-3-yl-4-{[3-pyridazin-4-yl-4′-(trifluoromethyl)biphenyl-4-yl]oxy}benzenesulfonamide and 3-chloro-N-[(3E)-2-(methoxymethyl)pyridazin-3(2H)-ylidene]-4-{[3-pyridazin-4-yl-4′-(trifluoromethyl)biphenyl-4-yl]oxy}benzenesulfonamide (Preparation 49, 85 mg, 0.13 mmol) were dissolved in dichloromethane (1 mL) and a 4M solution of hydrogen chloride in 1,4-dioxane (0.34 mL) added. The mixture was stirred at room temperature for 15 minutes. The reaction mixture was concentrated in vacuo and the resulting residue purified by reverse phase preparative HPLC (Trilution method) to afford the title compound as a white solid (26 mg, 33%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting residue purified by reverse phase preparative HPLC (Trilution method)

Sources & evidence

ORD record
ord-9ee2f3e67ff748b1be6b9982e2104a68
Source dataset
uspto-grants-2014_07
Patent number
US08772293B2

Reaction notes

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