Triethylamine → HCID 58923898, compound

HRID 1364056Notes

Reaction equation

HRID 1364056 reaction equation
C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[Br:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18]3[N:27]4[CH2:28][CH2:29][NH:30][CH2:31][C:26]4=[N:25][C:19]=3[C:20]([NH2:24])=[N:21]2)=[CH:16][CH:15]=1>CN(C=O)C>[Br:13][C:14]1[CH:23]=[C:22]2[C:17]([C:18]3[N:27]4[CH2:28][CH2:29][N:30]([S:9]([CH3:8])(=[O:11])=[O:10])[CH2:31][C:26]4=[N:25][C:19]=3[C:20]([NH2:24])=[N:21]2)=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 66958798HCID 66958798, compound

Product 1

HCID 58923898HCID 58923898, compoundYield 8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Triethylamine (3.82 g, 37.7 mmol) and methanesulfonyl chloride (2.38 g, 20.7 mmol) were sequentially added to a solution of 3-bromo-8,9,10,11-tetrahydropyrazino[1′,2′:1,2]imidazo[4,5-c]quinolin-6-amine (6.00 g, 18.9 mmol) in DMF (50 mL), and the mixture was stirred at ambient temperature overnight. A precipitate formed and was isolated by filtration, washed with dichloromethane, and dried to provide 600 mg of 3-bromo-9-(methylsulfonyl)-8,9,10,11-tetrahydropyrazino[1′,2′:1,2]imidazo[4,5-c]quinolin-6-amine as a white powder, mp 315-317° C.

Workup

  1. customA precipitate formed
  2. customwas isolated by filtration
  3. washwashed with dichloromethane
  4. customdried

Sources & evidence

ORD record
ord-89ca4365d9414e098e6f549087eaa450
Source dataset
uspto-grants-2011_02
Patent number
US07888349B2

Reaction notes

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