Hydrochloric Acid → HCID 24852384, compound

HRID 1641558Notes

Reaction equation

HRID 1641558 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][C:25]2([NH:33]C(=O)C)[CH2:30][O:29]C(C)(C)[O:27][CH2:26]2)=[CH:19][CH:18]=1.Cl>C(O)C>[NH2:33][C:25]([CH2:24][CH2:23][C:20]1[CH:19]=[CH:18][C:17]([C:3]2[CH:4]=[CH:5][C:6]([S:8][C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=3)=[CH:7][C:2]=2[F:1])=[CH:22][CH:21]=1)([CH2:30][OH:29])[CH2:26][OH:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 24852383HCID 24852383, compound

Product 1

HCID 24852384HCID 24852384, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

N-(5-{2-[2′-Fluoro-4′-(3-methoxyphenylthio)biphenyl-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 75° C. for 7 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 brown 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-07f4ff36384b4a638844932055a4d537
Source dataset
uspto-grants-2012_02
Patent number
US08114902B2

Reaction notes

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