Triethylamine → HCID 19102698, compound

HRID 1198510Notes

Reaction equation

HRID 1198510 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]3[NH:14][C:13]4[CH2:15][CH2:16][NH:17][CH2:18][C:12]=4[C:7]=3[CH:8]=[N:9]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl.[C:27](Cl)(=[O:34])[C:28]1[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=1>CN(C)C=O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]3[NH:14][C:13]4[CH2:15][CH2:16][N:17]([C:27]([C:28]5[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=5)=[O:34])[CH2:18][C:12]=4[C:7]=3[CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12262826Isonicotinoyl chloride hydrochlorideHCID 14069786HCID 14069786, compound

Product 1

HCID 19102698HCID 19102698, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a mixture of 0.45 g (1.75 mmol) of 3-chloro-8,9,10,11-tetrahydro-7H-pyrido[3',4':4,5]pyrrolo[3,2-c]quinoline, 0.707 g (6.99 mmol) of triethylamine and 5 ml of dimethylformamide at ice-water bath temperature is added dropwise a solution of 0.247 g (1.75 mmol) of isonicotinoyl chloride hydrochloride and 1 ml of dimethylformamide. The reaction mixture is allowed to stir overnight while slowly reaching room temperature. A white precipitate is formed which is collected by filtration, washed with water and dried to yield 0.320 (50%) of the title compound as a white solid: m.p.>250° C.; m/e 362.

Workup

  1. customwhile slowly reaching room temperature
  2. customA white precipitate is formed which
  3. filtrationis collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-7ece36afc0554af0be4d9287a76aaf1c
Source dataset
uspto-grants-1994_01
Patent number
US05281608

Reaction notes

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