Potassium Hydroxide → HCID 44599524, compound

HRID 1177541Notes

Reaction equation

HRID 1177541 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:26][CH2:27][NH:28][C:29](=[O:35])[C:30]([O:32]CC)=[O:31])[CH:5]=[CH:6][C:7]=1[C:8]1[S:9][C:10]2[C:15]([N:16]=1)=[CH:14][CH:13]=[C:12]([C:17]1([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:19][CH2:18]1)[N:11]=2.[OH-].[K+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH2:26][CH2:27][NH:28][C:29](=[O:35])[C:30]([OH:32])=[O:31])[CH:5]=[CH:6][C:7]=1[C:8]1[S:9][C:10]2[C:15]([N:16]=1)=[CH:14][CH:13]=[C:12]([C:17]1([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:19][CH2:18]1)[N:11]=2

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67112029HCID 67112029, compound

Product 1

HCID 44599524HCID 44599524, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-(2-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)ethylamino)-2-oxoacetate (100 mg, 0.20 mmol) was dissolved in ethanol (2.0 mL) before crushed potassium hydroxide (23 mg, 0.41 mmol) was added and stirred at ambient temperature for 30 min. The reaction mixture was concentrated, suspended in water, acidified with 2 N HCl, filtered, and washed with water. The title compound was obtained after purification via preparatory LC. MS (ESI) m/z: Calculated: 461.1; Observed: 462.0 (M++H).

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. filtrationfiltered
  4. washwashed with water

Sources & evidence

ORD record
ord-4b38a5782f9e4bf1bded0747042b87ab
Source dataset
uspto-grants-2010_11
Patent number
US07842685B2

Reaction notes

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