Water → HCID 66695632, compound

HRID 1773641Notes

Reaction equation

HRID 1773641 reaction equation
[CH:1]1([NH:4][C:5](=[O:34])[C:6]2[CH:11]=[CH:10][C:9]([C:12]3[N:16]4[N:17]=[C:18]([S:26][C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[CH:19]=[C:20]([NH:21][CH2:22][CH:23]([CH3:25])[CH3:24])[C:15]4=[N:14][CH:13]=3)=[CH:8][C:7]=2[CH3:33])[CH2:3][CH2:2]1.[OH:35]OS([O-])=O.[K+].[OH2:41]>CN(C=O)C>[CH:1]1([NH:4][C:5](=[O:34])[C:6]2[CH:11]=[CH:10][C:9]([C:12]3[N:16]4[N:17]=[C:18]([S:26]([C:27]5[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=5)(=[O:35])=[O:41])[CH:19]=[C:20]([NH:21][CH2:22][CH:23]([CH3:25])[CH3:24])[C:15]4=[N:14][CH:13]=3)=[CH:8][C:7]=2[CH3:33])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 23707502Potassium hydroxy sulfiteHCID 56928802HCID 56928802, compound

Product 1

HCID 66695632HCID 66695632, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 105 mg (223 μmol) of N-cyclopropyl-2-methyl-4-{8-[(2-methylpropyl)amino]-6-(phenylsulfanyl)imidazo[1,2-b]pyridazin-3-yl}benzamide, which was prepared according to example 197, in 15 mL of DMF was added and 684 mg (1113 μmol) OXONE (potassium peroxymonosulfate) in small portions. The mixture was stirred over night, then cooled to 0° C. and poured onto 200 mL of cold water. The precipitate was collected and purified with normal phase chromatography to yield 97 mg of the title compound as a yellow solid.

Workup

  1. additionwas added
  2. customThe precipitate was collected
  3. custompurified with normal phase chromatography

Sources & evidence

ORD record
ord-0922263e673c4e3d9156114129eeed4e
Source dataset
uspto-grants-2016_02
Patent number
US09255100B2

Reaction notes

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