Hydrochloric Acid → HCID 19925659, compound

HRID 1647511Notes

Reaction equation

HRID 1647511 reaction equation
C(Cl)[Cl:2].[CH3:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([N:13]([C:15]2[CH:20]=[CH:19][C:18]([S:21][C:22]3[CH:23]=[C:24]([C:28]4([O:34][CH3:35])[CH2:33][CH2:32][O:31][CH2:30][CH2:29]4)[CH:25]=[CH:26][CH:27]=3)=[CH:17][CH:16]=2)[CH3:14])=[O:12])[CH2:7][CH2:6]1.Cl.O1CCOCC1>CCOCC>[ClH:2].[CH3:4][N:5]1[CH2:6][CH2:7][N:8]([C:11]([N:13]([C:15]2[CH:20]=[CH:19][C:18]([S:21][C:22]3[CH:23]=[C:24]([C:28]4([O:34][CH3:35])[CH2:33][CH2:32][O:31][CH2:30][CH2:29]4)[CH:25]=[CH:26][CH:27]=3)=[CH:17][CH:16]=2)[CH3:14])=[O:12])[CH2:9][CH2:10]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 312751,4-DioxaneHCID 19925648HCID 19925648, compound

Product 1

HCID 19925659HCID 19925659, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A methylene chloride (3 mL) solution of 4-{3-[4-(((4-methylpiperazinyl)carbonyl)-N-methylamino)phenylthio]phenyl}-4-methoxytetrahydropyran (132 mg, 0.29 mmol) was treated with a 4M solution of HCl in dioxane (7.3 mL, 0.29 mmol) and stirred at ambient temperature for 1 h. Addition of ether (20 mL) precipitated a colorless solid which was collected by filtration. The filter cake was washed thoroughly with ether and dried under vacuum to provide the title compound as a colorless solid. mp 154°-155° C.: 1H NMR (300 MHz, DMSO-D6) δ7.14-7.42 (5H, m), 3.63-3.77 (4H; m), 2.70-3.40 (8H; m), 3.16 (3H, s), 2.86 (3H, s), 2.72 (3H; br s), 1.80-1.93 (4H, m). MS m/e (M-HCl+H)+ =456; Analysis calc'd for C25H33N3O3S(2HCl): C, 56.81; H, 6.67; N, 7.95. Found: C, 56.91; H, 6.67; N, 7.56.

Workup

  1. customprecipitated a colorless solid which
  2. filtrationwas collected by filtration
  3. washThe filter cake was washed thoroughly with ether
  4. customdried under vacuum

Sources & evidence

ORD record
ord-5c88867d70334d80a4528565be69ba4f
Source dataset
uspto-grants-1995_07
Patent number
US05432194

Reaction notes

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