Sodium Thiosulfate → HCID 22024490, compound

HRID 501033Notes

Reaction equation

HRID 501033 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[Cl:12][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=1[C:21]1[C:22]2[N:23]([C:27]([N:32]([CH2:36][CH:37]3[CH2:39][CH2:38]3)[CH2:33][CH2:34][CH3:35])=[C:28]([S:30][CH3:31])[N:29]=2)[CH:24]=[CH:25][N:26]=1.S([O-])([O-])(=O)=S.[Na+].[Na+].C(=O)(O)[O-].[Na+]>ClCCl>[Cl:12][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=1[C:21]1[C:22]2[N:23]([C:27]([N:32]([CH2:36][CH:37]3[CH2:39][CH2:38]3)[CH2:33][CH2:34][CH3:35])=[C:28]([S:30]([CH3:31])=[O:9])[N:29]=2)[CH:24]=[CH:25][N:26]=1

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 10158901HCID 10158901, compound

Product 1

HCID 22024490HCID 22024490, compoundYield 12.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

m-chloroperbenzoic acid (148 mg) was added to N-[8-(2-chloro-4-methoxyphenyl)-2-(methylsulfanyl)imidazo[1,2-a]pyrazin-3-yl]-N-cyclopropylmethyl-N-propylamine (166 mg) and dichloromethane (2 mL) at room temperature, and the mixture was stirred for 20 minutes. An aqueous sodium thiosulfate solution and an aqueous sodium bicarbonate solution were added thereto, which was extracted with ethyl acetate and evaporated. The resulting residue was separated and purified by silica gel column chromatography (ethyl acetate:n-hexane=1:3) to give the title compound (21 mg) as a pale yellow oil.

Workup

  1. extractionwhich was extracted with ethyl acetate
  2. customevaporated
  3. customThe resulting residue was separated
  4. custompurified by silica gel column chromatography (ethyl acetate:n-hexane=1:3)

Sources & evidence

ORD record
ord-a04298e2941241d7836e2262b85744ca
Source dataset
uspto-grants-2010_08
Patent number
US07772249B2

Reaction notes

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