4-Aminopyridine → HCID 10338152, compound

HRID 1293473Notes

Reaction equation

HRID 1293473 reaction equation
C([N:3]1[C:15]2[C:14]([O:16][CH3:17])=[CH:13][CH:12]=[C:11]([S:18](Cl)(=[O:20])=[O:19])[C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)=O.[NH2:22][C:23]1[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=1>N1C=CC=CC=1>[CH3:17][O:16][C:14]1[C:15]2[NH:3][C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:10]=2[C:11]([S:18]([NH:22][C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)(=[O:19])=[O:20])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 17274-AminopyridineHCID 85966947HCID 85966947, compound

Product 1

HCID 10338152HCID 10338152, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

Intermediate 63 (0.2 g, 0.62 mM) was dissolved in 5 ml of pyridine. To it was added 4-aminopyridine (0.35 g, 3.7 mM) and the reaction mixture was heated at 100° C. for three hours. The solvent was evaporated and the residue was purified on a silica gel column using MeOH(CHCl3 to obtain the deformylated desired compound as a white solid with a yield of 41% (0.097 g); mp 311-313° C.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified on a silica gel column
  3. customto obtain the

Sources & evidence

ORD record
ord-f53fdb20e8444c4fbb8214aee50b8604
Source dataset
uspto-grants-2007_07
Patent number
US07238725B2

Reaction notes

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