Triethylamine → HCID 49787468, compound

HRID 1020000Notes

Reaction equation

HRID 1020000 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][NH:12][CH2:13]2.C(N(CC)CC)C.[C:28](Cl)(=[O:32])[CH2:29][CH2:30][CH3:31]>CC(N(C)C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][N:12]([C:28](=[O:32])[CH2:29][CH2:30][CH3:31])[CH2:13]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 66612102HCID 66612102, compound

Product 1

HCID 49787468HCID 49787468, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

5-(2-chlorophenyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline (0.065 g, 0.2 mmoles) was dissolved in anhydrous dimethylacetamide (1 ml) followed by the addition of triethylamine (0.068 mls) and butyryl chloride (0.0253 mls, 0.24 mmoles) followed finally by N,N-dimethylamino pyridine (catalytic amount). The reaction was left stirring at room temperature for 2.5 hours and the solution purified by automated C18 HPLC purification (0.0336 g, 47% yield, 100% pure, CO-AAW00017).

Workup

  1. waitThe reaction was left
  2. customthe solution purified
  3. customby automated C18 HPLC purification (0.0336 g, 47% yield, 100% pure, CO-AAW00017)

Sources & evidence

ORD record
ord-82142cb9777f49028345a0dffea7f14e
Source dataset
uspto-grants-2014_05
Patent number
US08716302B2

Reaction notes

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