Triethylamine → HCID 54332834, compound

HRID 1779698Notes

Reaction equation

HRID 1779698 reaction equation
C(N(CC)CC)C.[N+:8]([C:11]1[C:12]([O:29][S:30]([C:33]([F:36])([F:35])[F:34])(=[O:32])=[O:31])=[N:13][C:14]2[CH2:15][CH2:16][CH2:17][CH2:18][C:19]=2[C:20]=1OS(C(F)(F)F)(=O)=O)([O-:10])=[O:9].[NH2:37][CH2:38][C:39]([CH3:42])([CH3:41])[OH:40]>C(Cl)Cl>[F:36][C:33]([F:34])([F:35])[S:30]([O:29][C:12]1[C:11]([N+:8]([O-:10])=[O:9])=[C:20]([NH:37][CH2:38][C:39]([OH:40])([CH3:42])[CH3:41])[C:19]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]=2[N:13]=1)(=[O:32])=[O:31]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 951022-Propanol, 1-amino-2-methyl-HCID 54000465HCID 54000465, compound

Product 1

HCID 54332834HCID 54332834, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (1.36 mL, 9.8 mmole) was added to a solution of 5,6,7,8-tetrahydro-3-nitro-2,4-bis[(trifluoromethyl)sulfonyloxy]quinoline (4.2 g, 9.4 mmole) in methylene chloride (180 mL). 2-Amino-α,α-dimethylethanol (0.88 g, 9.8 mmole) was added to the reaction mixture which was then stirred at ambient temperature overnight. The reaction mixture was evaporated to provide a residue which was purified by silica gel chromatography eluting with hexane: ethyl acetate 40:60 to provide 3.8 g of the desired product.

Workup

  1. customThe reaction mixture was evaporated
  2. customto provide a residue which
  3. customwas purified by silica gel chromatography
  4. washeluting with hexane: ethyl acetate 40:60

Sources & evidence

ORD record
ord-8418aa6334794f6296316b32b870c209
Source dataset
uspto-grants-1997_05
Patent number
US05627281

Reaction notes

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