Ethyl Acetate → HCID 136335107, compound

HRID 2376187Notes

Reaction equation

HRID 2376187 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:31]=[CH:32][CH:33]=1)[CH2:6][N:7]1[CH2:11][CH2:10][C@@H:9]([NH:12][C:13]2[N:14]=[CH:15][C:16](/[CH:19]=[CH:20]/[C:21]([NH:23][O:24]C3CCCCO3)=[O:22])=[N:17][CH:18]=2)[CH2:8]1.[ClH:34].CCO.C(OCC)(=O)C>C(O)C>[ClH:34].[ClH:34].[OH:24][NH:23][C:21](=[O:22])/[CH:20]=[CH:19]/[C:16]1[CH:15]=[N:14][C:13]([NH:12][C@@H:9]2[CH2:10][CH2:11][N:7]([CH2:6][C:5]3[CH:31]=[CH:32][CH:33]=[C:3]([O:2][CH3:1])[CH:4]=3)[CH2:8]2)=[CH:18][N:17]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 21887872Ethanol hydrochlorideHCID 86603709HCID 86603709, compound

Product 1

HCID 136335107HCID 136335107, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (2E)-3-(5-{[(3R)-1-(3-methoxybenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (240 mg) in ethanol (3.6 mL) was added 2N HCl-EtOH (10.1 mL), which was stirred at room temperature for 1 hour. To the resultant was added ethyl acetate (9.6 mL), which was stirred for 1 hour. The precipitate was filtered to give (2E)-N-hydroxy-3-(5-{[(3R)-1-(3-methoxybenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylamide dihydrochloride (223 mg) as a yellow powder.

Workup

  1. stirringwas stirred for 1 hour
  2. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-5e90d38319e84546b32f96a5026b9a47
Source dataset
uspto-grants-2008_12
Patent number
US07465731B2

Reaction notes

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