Hexanoyl chloride → HCID 86650767, compound

HRID 875238Notes

Reaction equation

HRID 875238 reaction equation
[CH3:1][N:2]1[C:6]([C:7](=[N:14][O:15][CH2:16][C:17]2[N:22]=[C:21]([NH2:23])[CH:20]=[CH:19][CH:18]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:5][CH:4]=[N:3]1.[C:24](Cl)(=[O:30])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>C(Cl)Cl>[CH3:1][N:2]1[C:6]([C:7](=[N:14][O:15][CH2:16][C:17]2[N:22]=[C:21]([NH:23][C:24](=[O:30])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:20]=[CH:19][CH:18]=2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[N:5][CH:4]=[N:3]1

Participants

4

Reactant 2

HCID 67340Hexanoyl chlorideHCID 86650766HCID 86650766, compound

Product 1

HCID 86650767HCID 86650767, compoundYield 724.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-[({[(1-methyl-1H-1,2,4-triazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-amine (0.151 g, 0.486 mmol, 1 eq.) in 2 ml of DCM was added TEA (0.098 g, 0.973 mmol, 2 eq.) followed by hexanoyl chloride (0.072 g, 0.053mmol, 1.1 eq.). The reaction was stirred 4 h at room temperature and the solvent was evaporated. The crude was purified by chromatography on silica gel to give N-{6-[({[(1-methyl-1H-1,2,4-triazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}hexanamide (0.156 g, 79% yield) as a clear viscous oil.

Workup

  1. customthe solvent was evaporated
  2. customThe crude was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-8d4c9a12537d41f18d4a074dbc7f40bf
Source dataset
uspto-grants-2015_03
Patent number
US08981111B2

Reaction notes

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