Sodium Bicarbonate → HCID 178441351, compound

HRID 216377Notes

Reaction equation

HRID 216377 reaction equation
Br[CH2:2][C:3](=O)[CH2:4][C:5]([CH3:11])(S(C)(=O)=O)[CH3:6].[F:13][C:14]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][N:21]=2)[CH:17]=[CH:16][C:15]=1[C:27]([OH:33])([CH3:32])[CH2:28][C:29](=[NH:31])[NH2:30].C(=O)([O-])O.[Na+]>O1CCCC1.O>[F:13][C:14]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][N:21]=2)[CH:17]=[CH:16][C:15]=1[C:27]([OH:33])([CH3:32])[CH2:28][C:29]1[NH:30][CH:2]=[C:3]([CH:4]=[C:5]([CH3:11])[CH3:6])[N:31]=1

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 68667785HCID 68667785, compoundHCID 86638500HCID 86638500, compound

Product 1

HCID 178441351HCID 178441351, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Step C In a quartz tube, 1-bromo-4-methyl-4-(methylsulfonyl)pentan-2-one (26 mg, 0.10 mmol), the di(trifluoroacetate) salt of (±)-3-[2-fluoro-4-(5-fluoropyridin-2-yl)phenyl]-3-hydroxybutanimidamide (105 mg, 0.202 mmol), and sodium hydrogen carbonate (53 mg, 0.63 mmol) were suspended in a mixture of tetrahydrofuran (1.5 mL) and water (0.5 mL). After being irradiated by microwave (120° C., 10 min), the reaction mixture was purified by reversed-phase high performance liquid chromatography to afford the di(trifluoroacetate) salt of the title compound. (M+H) found 370.

Workup

  1. customAfter being irradiated by microwave (120° C., 10 min)
  2. customthe reaction mixture was purified by reversed-phase high performance liquid chromatography

Sources & evidence

ORD record
ord-a635cd354dac40a7aefb135caba30ea5
Source dataset
uspto-grants-2012_06
Patent number
US08193228B2

Reaction notes

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