Sodium Hydroxide → HCID 136152675, compound

HRID 226497Notes

Reaction equation

HRID 226497 reaction equation
[OH-].[Na+].Cl.Cl.[OH:5][NH:6][C:7](=[O:30])/[CH:8]=[CH:9]/[C:10]1[CH:15]=[N:14][C:13]([NH:16][C@@H:17]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:18]2)=[CH:12][N:11]=1>O>[OH:5][NH:6][C:7](=[O:30])/[CH:8]=[CH:9]/[C:10]1[CH:15]=[N:14][C:13]([NH:16][C@@H:17]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:18]2)=[CH:12][N:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136335112HCID 136335112, compound

Product 1

HCID 136152675HCID 136152675, compoundYield 85.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1N-NaOH (4.7 mL) was added to the solution of (2E)-N-hydroxy-3-(5-{[(3R)-1-(2-phenylethyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylamide dihydrochloride (1.0 g) in water (20 mL) under ice-cooling and the mixture was stirred at 5-10 deg for 5 hr. The isolated precipitate was collected by filtration to give (2E)-N-hydroxy-3-(5-{[(3R)-1-(2-phenylethyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylamide (0.71 g).

Workup

  1. temperaturecooling
  2. filtrationThe isolated precipitate was collected by filtration

Sources & evidence

ORD record
ord-18ffa73927a841a0b92d0334cce4e127
Source dataset
uspto-grants-2009_07
Patent number
US07557127B2

Reaction notes

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