HCID 22872671, compound → HCID 22872662, compound

HRID 2305141Notes

Reaction equation

HRID 2305141 reaction equation
[C:1]([N:8]1[CH2:11][CH2:10][C@H:9]1[CH2:12][O:13][C:14]1[CH:15]=[N:16][C:17]([Cl:22])=[C:18]([C:20]#[N:21])[CH:19]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[H][H]>[Ni]>[NH2:21][CH2:20][C:18]1[CH:19]=[C:14]([O:13][CH2:12][C@@H:9]2[CH2:10][CH2:11][N:8]2[C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[CH:15]=[N:16][C:17]=1[Cl:22]

Participants

4

Reactant 2

HCID 22872671HCID 22872671, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22872662HCID 22872662, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

3-(1-BOC-2-(S)-azetidinylmethoxy)-6-chloro-5-cyanopyridine (0.26 g, 0.80 mmol) from step 92a was stirred in the presence of Raney nickel (0.047 g, 0.80 mmol) under 1 atm of hydrogen at room temperature for 2 hours. The mixture was filtered, and the solvent was removed to give the title compound.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-e11cfbccaf2b4b848f8301310b0a01df
Source dataset
uspto-grants-2002_08
Patent number
US06437138B1

Reaction notes

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