Potassium Hydroxide → HCID 86661317, compound

HRID 1685089Notes

Reaction equation

HRID 1685089 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][CH:30]=1)[CH2:5][NH:6][C:7](=[O:27])[NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][N:15]([CH3:26])[C:16]([C:18]2[CH:23]=[C:22](Cl)[N:21]=[N:20][C:19]=2[Cl:25])=[O:17])[N:13]=1.[OH-].[K+].[C:33](=O)(O)[O-:34].[Na+]>CO.O>[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][CH:30]=1)[CH2:5][NH:6][C:7](=[O:27])[NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][N:15]([CH3:26])[C:16]([C:18]2[CH:23]=[C:22]([O:34][CH3:33])[N:21]=[N:20][C:19]=2[Cl:25])=[O:17])[N:13]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 516892Sodium BicarbonateHCID 86661318HCID 86661318, compound

Product 1

HCID 86661317HCID 86661317, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

3,6-Dichloro-pyridazine-4-carboxylic acid {2-[3-(3-fluoro-benzyl)-ureido]-thiazol-4-ylmethyl}-methyl-amide (47 mg) was treated with potassium hydroxide (56 mg) in MeOH (5 mL) over night. The resultant mixture was diluted with water (10 mL) and the pH was adjusted to 9-10 by sodium bicarbonate. After evaporation of MeOH, the resultant precipitate-3-chloro-6-methoxypyridazine-4-carboxylic acid {2-[3-(3-fluoro-benzyl)-ureido]-thiazol-4-ylmethyl}-methyl-amide was collected, briefly rinsed with water and dried. The desired product was confirmed by 1HNMR and LC-MS.

Workup

  1. customAfter evaporation of MeOH
  2. customthe resultant precipitate-3-chloro-6-methoxypyridazine-4-carboxylic acid {2-[3-(3-fluoro-benzyl)-ureido]-thiazol-4-ylmethyl}-methyl-amide was collected
  3. washbriefly rinsed with water
  4. customdried

Sources & evidence

ORD record
ord-79e25557ccab48b6ac9a553c7317b183
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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