Hydrochloric Acid → HCID 135900411, compound

HRID 2354106Notes

Reaction equation

HRID 2354106 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][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][O:27]C3CCCCO3)=[O:25])=[N:20][CH:21]=2)[CH2:11]1.[ClH:34]>CCO>[ClH:1].[ClH:34].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][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

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86628136HCID 86628136, compound

Product 1

HCID 135900411HCID 135900411, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
22.5 °C

Procedure

To a solution of (2E)-3-[5-({(3R)-1-[2-(2-chlorophenyl)ethyl]-3-pyrrolidinyl}amino)-2-pyrazinyl]-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (95 mg) in EtOH (1 mL) was added a 2N—HCl solution in EtOH (0.5 mL) and the mixture was stirred at 20-25° C. for 2 hours. After removal of EtOH by evaporation, IPE (2 mL) was added to the mixture to give a solid. The solid was collected by filtration and dried under reduced pressure to give (2E)-3-[5-({(3R)-1-[2-(2-chlorophenyl)ethyl]-3-pyrrolidinyl}amino)-2-pyrazinyl]-N-hydroxyacrylamide dihydrochloride (86 mg).

Workup

  1. customAfter removal of EtOH
  2. customby evaporation, IPE (2 mL)
  3. additionwas added to the mixture
  4. customto give a solid
  5. filtrationThe solid was collected by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-ee51af425a4041c08a2af0063b312f2e
Source dataset
uspto-grants-2010_07
Patent number
US07750155B2

Reaction notes

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