Hydrochloric Acid → HCID 53468015, compound

HRID 424461Notes

Reaction equation

HRID 424461 reaction equation
[C:1]([C:3]1[C:4]([CH2:9][N:10]2[C:19](=[O:20])[C:18]3[N:17]([CH2:21][C:22]#[C:23][CH3:24])[C:16]([N:25]4[CH2:30][CH2:29][CH2:28][C@@H:27]([NH2:31])[CH2:26]4)=[N:15][C:14]=3[N:13]([CH3:32])[C:11]2=[O:12])=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2].[ClH:33]>CO.C(O)(C)C>[ClH:33].[C:1]([C:3]1[C:4]([CH2:9][N:10]2[C:19](=[O:20])[C:18]3[N:17]([CH2:21][C:22]#[C:23][CH3:24])[C:16]([N:25]4[CH2:30][CH2:29][CH2:28][C@@H:27]([NH2:31])[CH2:26]4)=[N:15][C:14]=3[N:13]([CH3:32])[C:11]2=[O:12])=[N:5][CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11647687HCID 11647687, compound

Product 1

HCID 53468015HCID 53468015, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3776IsopropanolSolvent

Procedure

5.00 g of 1-[(3-cyano-pyridin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-amino-piperidin-1-yl]-xanthine base are dissolved in 50 ml of methanol. Then 3.0 ml of a 3.9 molar solution of hydrogen chloride in isopropanol are added. The solvent is distilled off and the residue is suspended in 40 ml ethyl acetate and refluxed, during which time a precipitate is formed. It is cooled to ambient temperature, the precipitate is filtered off and washed with a little ethyl acetate and dried.

Workup

  1. distillationThe solvent is distilled off
  2. temperaturerefluxed, during which time a precipitate
  3. customis formed
  4. filtrationthe precipitate is filtered off
  5. washwashed with a little ethyl acetate
  6. customdried

Sources & evidence

ORD record
ord-ca35e03e7e244c2398cd386fecfdd3d5
Source dataset
uspto-grants-2012_01
Patent number
US08106060B2

Reaction notes

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