Hydrochloric Acid → HCID 21069759, compound

HRID 1372263Notes

Reaction equation

HRID 1372263 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]2=[O:16])[CH:3]=1.C(O)C.[ClH:20].C1(C)C=CC=CC=1>O>[ClH:20].[NH2:7][CH2:6][C:5]1[CH:8]=[CH:9][C:2]([F:1])=[CH:3][C:4]=1[N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C:11]1=[O:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 1140TolueneHCID 21069895HCID 21069895, compound

Product 1

HCID 21069759HCID 21069759, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of intermediate 112, 4-fluoro-2-(2-oxopiperidin-1-yl)benzonitrile (150 mg, 0.69 mmol) in H2O (10 mL) was added ethanol (10 mL) 10% palladium on charcoal (50 mg) and 1N HCl (2.1 mL, 20.6 mmol). The reaction was shaken in a Parr system under H2 (40 psi) for 1 h. Then the Pd/C catalyst was removed by filtration on Celite and the filtrate was concentrated in vacuo to yield a solid. Toluene (2×50 mL) was added to the solid and the solution was evaporated in vacuo. LCMS (M+H)+ m/z 170.

Workup

  1. customThen the Pd/C catalyst was removed by filtration on Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customto yield a solid
  4. customthe solution was evaporated in vacuo

Sources & evidence

ORD record
ord-15d863a0d7d144d3a2beb243e84db83d
Source dataset
uspto-grants-2007_01
Patent number
US07157447B2

Reaction notes

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