Hydrochloric Acid → HCID 136335094, compound

HRID 2376178Notes

Reaction equation

HRID 2376178 reaction equation
[Cl:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][N:7]2[CH2:11][CH2:10][C@@H:9]([NH:12][C:13]3[N:14]=[CH:15][C:16](/[CH:19]=[CH:20]/[C:21]([NH:23][O:24]C4CCCCO4)=[O:22])=[N:17][CH:18]=3)[CH2:8]2)=[CH:4][CH:3]=1.[ClH:33]>CO>[ClH:1].[ClH:33].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH2:11][CH2:10][C@@H:9]([NH:12][C:13]3[N:14]=[CH:15][C:16](/[CH:19]=[CH:20]/[C:21]([NH:23][OH:24])=[O:22])=[N:17][CH:18]=3)[CH2:8]2)=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86603802HCID 86603802, compound

Product 1

HCID 136335094HCID 136335094, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of (2E)-3-(5-{[(3R)-1-(4-chlorobenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)-N-(tetrahydro-2H-pyran-2-yloxy)acrylamide (1.43 g) in methanol (16 mL) was added hydrogen chloride in methanol (6.24 mL). After stirring at room temperature for 1 hour, the reaction mixture was evaporated in vacuo and triturated with ethyl acetate to give (2E)-3-(5-{[(3R)-1-(4-chlorobenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)-N-hydroxyacrylamide dihydrochloride (1.40 g).

Workup

  1. customthe reaction mixture was evaporated in vacuo
  2. customtriturated with ethyl acetate

Sources & evidence

ORD record
ord-fdd838b28d66482a91b1974b4b1b48d9
Source dataset
uspto-grants-2008_12
Patent number
US07465731B2

Reaction notes

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