Potassium Hydroxide → HCID 67266858, compound

HRID 602215Notes

Reaction equation

HRID 602215 reaction equation
[OH-].[K+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][C:12]([C:16]([CH2:18][NH:19][C@H:20]3[CH2:25][CH2:24][CH2:23][N:22]([C:26]4[CH:27]=[C:28]([CH:33]=[CH:34][CH:35]=4)[C:29]([O:31]C)=[O:30])[CH2:21]3)=[O:17])=[C:13]([CH3:15])[N:14]=2)=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][C:12]([C:16]([CH2:18][NH:19][C@H:20]3[CH2:25][CH2:24][CH2:23][N:22]([C:26]4[CH:27]=[C:28]([CH:33]=[CH:34][CH:35]=4)[C:29]([OH:31])=[O:30])[CH2:21]3)=[O:17])=[C:13]([CH3:15])[N:14]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86615889HCID 86615889, compound

Product 1

HCID 67266858HCID 67266858, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 1 mol/L aqueous potassium hydroxide solution (1 mL) was added to methyl(S)-3-[3-[[2-(4-chlorophenyl)-4-methylthiazole-5-carbonyl]methylamino]piperidin-1-yl]benzoate (59.4 mg, 0.123 mmol) in methanol (5 mL). The mixture was stirred for 1 hour while being refluxed. The solvent was then evaporated and the residue was dissolved in water. The mixture was made acidic by the addition of 2 mol/L hydrochloric acid. The crystallized powdery product was collected by filtration. Washing this product with water gave 56.4 mg (98%) of the desired product as a colorless amorphous product.

Workup

  1. temperaturewhile being refluxed
  2. customThe solvent was then evaporated
  3. dissolutionthe residue was dissolved in water
  4. additionThe mixture was made acidic by the addition of 2 mol/L hydrochloric acid
  5. filtrationThe crystallized powdery product was collected by filtration
  6. washWashing this product with water

Sources & evidence

ORD record
ord-f19ae6a467764b67a1e94f0c353aaa62
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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