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Hydrochloric Acid → HCID 86719109, compound

HRID 572927
Notes
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Reaction equation

HRID 572927 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[N:7][CH:8]=1)#[N:2].[ClH:14]>CO.[Pd]>[Cl-:14].[CH3:13][O:12][C:10](=[O:11])[CH2:9][C:6]1[N:7]=[CH:8][C:3]([CH2:1][NH3+:2])=[CH:4][CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86719111Methyl 2-(5-cyanopyridin-2-yl)acetate

Product 1

HCID 86719109HCID 86719109, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

To a solution of methyl 2-(5-cyanopyridin-2-yl)acetate (1.2 g, 6.8 mmol) in methanol (20 ml) was added hydrogen chloride in methanol (4 M, 20 ml), and then Pd/C (200 mg). Then the reaction mixture was hydrogenated under hydrogen atmosphere overnight. The reaction mixture was filtered, the filtrate was concentrated to give the crude product and was washed by ethyl acetate to give the desired product. LC-MS: m/z (M+H)=181.5

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customto give the crude product
  4. washwas washed by ethyl acetate

Sources & evidence

ORD record
ord-38f2c37d53e74c9b8eea0362ab7f6988
Source dataset
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09029531B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes