Sodium Bicarbonate → HCID 136335097, compound

HRID 226481Notes

Reaction equation

HRID 226481 reaction equation
Cl.Cl.[CH2:3]([N:10]1[CH2:14][CH2:13][C@@H:12]([NH:15][C:16]2[N:17]=[CH:18][C:19](/[CH:22]=[CH:23]/[C:24]([NH:26][OH:27])=[O:25])=[N:20][CH:21]=2)[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C([O-])(O)=O.[Na+]>O>[CH2:3]([N:10]1[CH2:14][CH2:13][C@@H:12]([NH:15][C:16]2[N:17]=[CH:18][C:19](/[CH:22]=[CH:23]/[C:24]([NH:26][OH:27])=[O:25])=[N:20][CH:21]=2)[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 136335098HCID 136335098, compound

Product 1

HCID 136335097HCID 136335097, compoundYield 96.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of (2E)-3-(5-{[(3R)-1-benzyl-3-pyrrolidinyl]amino}-2-pyrazinyl)-N-hydroxyacrylamide dihydrochloride (1.00 g) in water (10 mL) was added saturated NaHCO3 at 4° C. (to pH 7-8). The mixture was extracted with CHCl3 three times. The combined organic layer was dried over Na2SO4, filtered, and evaporated in vacuo to give (2E)-3-(5-{[(3R)-1-benzyl-3-pyrrolidinyl]amino}-2-pyrazinyl)-N-hydroxyacrylamide (796 mg).

Workup

  1. extractionThe mixture was extracted with CHCl3 three times
  2. dry with materialThe combined organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-2ff8d07f1a164b67b11d6b441a4943d1
Source dataset
uspto-grants-2009_07
Patent number
US07557127B2

Reaction notes

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