Triethylamine → HCID 89512407, compound

HRID 870410Notes

Reaction equation

HRID 870410 reaction equation
[OH:1][C:2]1[N:6]([CH:7]([CH3:9])[CH3:8])[N:5]=[CH:4][C:3]=1[C:10]([C:12]1[C:13](=[O:26])[N:14]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:15](=[O:19])[N:16]([CH3:18])[N:17]=1)=[O:11].C(N(CC)CC)C.[CH2:34]([S:37](Cl)(=[O:39])=[O:38])[CH2:35][CH3:36]>ClCCl>[CH2:34]([S:37]([O:1][C:2]1[N:6]([CH:7]([CH3:8])[CH3:9])[N:5]=[CH:4][C:3]=1[C:10]([C:12]1[C:13](=[O:26])[N:14]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:15](=[O:19])[N:16]([CH3:18])[N:17]=1)=[O:11])(=[O:39])=[O:38])[CH2:35][CH3:36]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 662791-Propanesulfonyl chlorideHCID 178456660HCID 178456660, compound

Product 1

HCID 89512407HCID 89512407, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.85 g (2.60 mmol) of 6-(5-hydroxy-1-isopropyl-1H-pyrazol-4-yl carbonyl)-2-methyl-4-phenyl-1,2,4-triazine-3,5 (2H, 4H)-dione was dissolved in 20 ml of dichloromethane. To the solution, 0.27 g (2.60 mmol) of triethylamine and 0.37 g (2.60 mmol) of 1-propane sulfonyl chloride were added at room temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure, and the residues were purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 0.71 g of the target compound (yield 63%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residues were purified by silica gel column chromatography (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-e09368d64d8f4a31899c12c2c908bd49
Source dataset
uspto-grants-2015_03
Patent number
US08969554B2

Reaction notes

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