HCID 11118187, compound → HCID 178425029, compound

HRID 2274732Notes

Reaction equation

HRID 2274732 reaction equation
[NH:1]1[C:5]2[CH:6]=[C:7]([C:10]3[O:14][C:13]([SH:15])=[N:12][N:11]=3)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH3:16][C:17]1[C:24]([CH3:25])=[C:23]([CH3:26])[C:22]([CH3:27])=[C:21]([CH3:28])[C:18]=1[CH2:19]Br>CCO>[CH3:19][C:18]1[C:17]([CH3:16])=[C:24]([CH3:25])[C:23]([CH3:26])=[C:22]([CH3:27])[C:21]=1[CH2:28][S:15][C:13]1[O:14][C:10]([C:7]2[CH:8]=[CH:9][C:4]3[NH:3][CH:2]=[N:1][C:5]=3[CH:6]=2)=[N:11][N:12]=1

Participants

4

Reactant 2

HCID 11118187HCID 11118187, compoundHCID 178527937HCID 178527937, compound

Product 1

HCID 178425029HCID 178425029, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 (0.33 g, 1.5 mmol), TEA (0.209 mL, 1.5 mmol) and 2,3,4,5,6-pentamethylbenzylbromide (0.295 g, 1.5 mmol) were dissolved in 10 mL of EtOH and kept under reflux overnight. The solvent was removed and the remaining oil was purified by flash-chromatography on silica gel, applying a CHCl3/MeOH gradient.

Workup

  1. temperatureunder reflux overnight
  2. customThe solvent was removed
  3. customthe remaining oil was purified by flash-chromatography on silica gel

Sources & evidence

ORD record
ord-462ea3c4144940e683be3798a57d27d7
Source dataset
uspto-grants-2015_09
Patent number
US09126987B2

Reaction notes

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