HCID 10182307, compound → HCID 10135644, compound

HRID 1793109Notes

Reaction equation

HRID 1793109 reaction equation
[CH3:1][O-:2].[Na+].[Cl:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:6]=1[C:13]1[C:14]2[N:15]([C:19]([N:26]([CH2:30][CH:31]3[CH2:33][CH2:32]3)[CH2:27][CH2:28][CH3:29])=[C:20](S(C)(=O)=O)[N:21]=2)[CH:16]=[CH:17][N:18]=1>O>[Cl:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:6]=1[C:13]1[C:14]2[N:15]([C:19]([N:26]([CH2:30][CH:31]3[CH2:33][CH2:32]3)[CH2:27][CH2:28][CH3:29])=[C:20]([O:2][CH3:1])[N:21]=2)[CH:16]=[CH:17][N:18]=1

Participants

4

Reactant 2

HCID 10182307HCID 10182307, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 10135644HCID 10135644, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 28% sodium methoxide solution (5 mL) was added to N[8-(2-chloro-4-methoxyphenyl)-2-(methylsulfonyl)imidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylmethyl-N-propylamine (80 mg), and the mixture was stirred for 6 hours by heating under ref lux. After cooled to room temperature, water was added thereto, which was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, and then the solvent was evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:5) to give the title compound (23 mg) as a pale yellow oil.

Workup

  1. temperatureby heating under ref lux
  2. extractionwhich was extracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated
  6. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:5)

Sources & evidence

ORD record
ord-43306c01351343a7af7f36e0fbd02133
Source dataset
uspto-grants-2006_07
Patent number
US07078405B2

Reaction notes

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