Potassium hydroxy sulfite → HCID 178448292, compound

HRID 1182055Notes

Reaction equation

HRID 1182055 reaction equation
[Br:1][C:2]1[C:3]([NH:17][C@H:18]([CH:21]([CH3:23])[CH3:22])[CH2:19][OH:20])=[N:4][C:5]([NH:8][C:9]2[NH:13][C:12]([S:14]([CH3:16])=[O:15])=[N:11][N:10]=2)=[N:6][CH:7]=1.[OH:24]OS([O-])=O.[K+]>CO.O.O>[Br:1][C:2]1[C:3]([NH:17][C@H:18]([CH:21]([CH3:23])[CH3:22])[CH2:19][OH:20])=[N:4][C:5]([NH:8][C:9]2[NH:13][C:12]([S:14]([CH3:16])(=[O:24])=[O:15])=[N:11][N:10]=2)=[N:6][CH:7]=1

Participants

5

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 178448291HCID 178448291, compound

Product 1

HCID 178448292HCID 178448292, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

35 mg (0.086 mmol) of (R)-2-[5-bromo-2-(5-methanesulfinyl-4H-[1,2,4]triazol-3-ylamino)-pyrimidin-4-ylamino]-3-methyl-butan-1-ol is dissolved in 4 ml of MeOH/water (4:1) and stirred with 25 mg of oxone (0.25 mmol) at room temperature. The batch is diluted with water and extracted with ethyl acetate. The organic phase is concentrated by evaporation, and the residue is digested with ethyl acetate. 19 mg (0.045 mmol, 52% of theory) of the product (R)-2-[5-bromo-2-(5-methanesulfonyl-4H-[1,2,4]triazol-3-ylamino)-pyrimidin-4-ylamino]-3-methyl-butan-1-ol is obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic phase is concentrated by evaporation

Sources & evidence

ORD record
ord-79ec4806f6754a98ada44d54474bbd53
Source dataset
uspto-grants-2007_10
Patent number
US07288547B2

Reaction notes

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