Acetone → HCID 135900427, compound

HRID 2354107Notes

Reaction equation

HRID 2354107 reaction equation
[CH3:1][C:2]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([CH3:28])[CH2:3][N:4]1[CH2:8][CH2:7][C@@H:6]([NH:9][C:10]2[N:11]=[CH:12][C:13](/[CH:16]=[CH:17]/[C:18]([NH:20][O:21]C3CCCCO3)=[O:19])=[N:14][CH:15]=2)[CH2:5]1.[ClH:35].CC(C)=O>CCO>[ClH:35].[ClH:35].[OH:21][NH:20][C:18](=[O:19])/[CH:17]=[CH:16]/[C:13]1[CH:12]=[N:11][C:10]([NH:9][C@@H:6]2[CH2:7][CH2:8][N:4]([CH2:3][C:2]([CH3:1])([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH3:28])[CH2:5]2)=[CH:15][N:14]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 86628137HCID 86628137, compound

Product 1

HCID 135900427HCID 135900427, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of (2E)-3-[5-({(3R)-1-[2-methyl-2-phenylpropyl]-3-pyrrolidinyl}amino)-2-pyrazinyl]-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (130 mg) in EtOH (0.7 mL) was added 2N—HCl solution in EtOH (0.7 mL) and the reaction mixture was stirred for 2 hours at ambient temperature. Acetone was added to the mixture and filtered. The filtrate was evaporated and dried to give (2E)-N-hydroxy-3-[5-[{(3R)-1-(2-methyl-2-phenylpropyl)-3-pyrrolidinyl}amino]-2-pyrazinyl]acrylamide dihydrochloride (108 mg).

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated
  3. customdried

Sources & evidence

ORD record
ord-036c0e8c691c4a009631068f730f965d
Source dataset
uspto-grants-2010_07
Patent number
US07750155B2

Reaction notes

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