Tetrahydrofuran → Sodium 6-(6-(3-Ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-1-(2-methoxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 2061801Notes

Reaction equation

HRID 2061801 reaction equation
[CH2:1]([NH:3][C:4](=[O:39])[NH:5][C:6]1[N:11]=[CH:10][C:9]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[N:18]([CH2:22][CH2:23][O:24][CH3:25])[CH:17]=[C:16]([C:26]([OH:28])=[O:27])[C:15]3=[O:29])=[C:8]([C:30]2[S:31][CH:32]=[C:33]([C:35]([F:38])([F:37])[F:36])[N:34]=2)[CH:7]=1)[CH3:2].C1COCC1.[OH-].[Na+:46]>CO>[CH2:1]([NH:3][C:4](=[O:39])[NH:5][C:6]1[N:11]=[CH:10][C:9]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[N:18]([CH2:22][CH2:23][O:24][CH3:25])[CH:17]=[C:16]([C:26]([O-:28])=[O:27])[C:15]3=[O:29])=[C:8]([C:30]2[S:31][CH:32]=[C:33]([C:35]([F:37])([F:38])[F:36])[N:34]=2)[CH:7]=1)[CH3:2].[Na+:46]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 445401686-(6-(3-Ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-1-(2-methoxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 68472351Sodium 6-(6-(3-Ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-1-(2-methoxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylateYield 85.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-(6-(3-Ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-yl)-1-(2-methoxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (0.032 g, 0.06 mmol, Example 1) was suspended in MeOH (1.0 mL)/THF (1.0 mL). 1N NaOH (0.057 mL, 0.06 mmol) was added. Once in solution, the reaction mixture was concentrated under reduced pressure and dried for several hours to yield a white solid (0.030 g).

Workup

  1. concentrationOnce in solution, the reaction mixture was concentrated under reduced pressure
  2. customdried for several hours

Sources & evidence

ORD record
ord-1a0790c183a24401ba003ff28467b025
Source dataset
uspto-grants-2012_10
Patent number
US08283361B2

Reaction notes

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