Hydrochloric Acid → HCID 24852382, compound

HRID 1641556Notes

Reaction equation

HRID 1641556 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]3([NH:32]C(=O)C)[CH2:29][O:28]C(C)(C)[O:26][CH2:25]3)=[CH:18][CH:17]=2)=[C:12]([F:36])[CH:11]=1.Cl>C(O)C>[NH2:32][C:24]([CH2:23][CH2:22][C:19]1[CH:18]=[CH:17][C:16]([C:13]2[CH:14]=[CH:15][C:10]([S:9][C:3]3[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=3[CH3:1])=[CH:11][C:12]=2[F:36])=[CH:21][CH:20]=1)([CH2:29][OH:28])[CH2:25][OH:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 24852381HCID 24852381, compound

Product 1

HCID 24852382HCID 24852382, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

N-(5-{2-[4′-(2,4-Dimethylphenylthio)-2′-fluorobiphenyl-4-yl]ethyl}-2,2-dimethyl-1,3-dioxan-5-yl)acetamide (0.26 g) was dissolved in ethanol (4 mL), concentrated hydrochloric acid (2 mL) was added, and the mixture was stirred at 80° C. for 4 hr. The reaction mixture was concentrated, aqueous potassium carbonate solution was added to the residue, and the precipitated crystals were collected by filtration to give the title compound (205 mg) as white crystals.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionaqueous potassium carbonate solution was added to the residue
  3. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-5ed0f095f2aa4a10bf8b96d15c490d68
Source dataset
uspto-grants-2012_02
Patent number
US08114902B2

Reaction notes

Loading…