Sodium Hydroxide → HCID 67242073, compound

HRID 1949362Notes

Reaction equation

HRID 1949362 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[S:9][C:10](=[CH:14][C:15]3[CH:16]=[C:17]4[C:21](=[CH:22][CH:23]=3)[N:20]([CH2:24][C:25]3[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[CH:27][C:26]=3[C:33]([F:36])([F:35])[F:34])[N:19]=[CH:18]4)[C:11](=[O:13])[N:12]=2)[CH2:4][CH2:3]1.[OH-:37].[Na+]>Cl>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[S:9][C:10](=[CH:14][C:15]3[CH:16]=[C:17]4[C:21](=[CH:22][CH:23]=3)[N:20]([CH2:24][C:25]3[CH:32]=[CH:31][C:28]([C:29]([NH2:30])=[O:37])=[CH:27][C:26]=3[C:33]([F:36])([F:35])[F:34])[N:19]=[CH:18]4)[C:11](=[O:13])[N:12]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67240387HCID 67240387, compound

Product 1

HCID 67242073HCID 67242073, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
45 °C

Procedure

4-{5-[2-(4-Methyl-piperazin-1-yl)-4-oxo-4H-thiazol-5-ylidenemethyl]-indazol-1-ylmethyl}-3-trifluoromethyl-benzonitrile (Example 10) (15.2 mg, 0.03 mmol) was dissolved in 1 mL of concentrated HCl and the mixture was stirred at 45° C. for 5 h. It was neutralized with aqueous 2N NaOH and extracted with EtOAc. The EtOAc layer was dried over Na2SO4, filtered, and the solvent evaporated in vacuo to yield the desired product (10.8 mg, 68% yield).

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe EtOAc layer was dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-493c00e19a71465b9125ffa0aece73f8
Source dataset
uspto-grants-2013_03
Patent number
US08399681B2

Reaction notes

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