Triethylamine → HCID 18954274, compound

HRID 1491963Notes

Reaction equation

HRID 1491963 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][C:8]2=[O:17])=[CH:4][CH:3]=1.C(N(CC)CC)C.[F:27][C:28]([F:43])([F:42])[S:29]([NH:32][C:33]1[CH:41]=[CH:40][CH:39]=[CH:38][C:34]=1[C:35](Cl)=[O:36])(=[O:31])=[O:30]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[O:17]=[C:8]1[CH2:9][CH2:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:7]1[CH2:6][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:35](=[O:36])[C:34]2[CH:38]=[CH:39][CH:40]=[CH:41][C:33]=2[NH:32][S:29]([C:28]([F:43])([F:27])[F:42])(=[O:31])=[O:30])=[CH:19][CH:18]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 167833241-[(4-Aminophenyl)methyl]-3,4-dihydro-2(1H)-quinolinoneHCID 19349812HCID 19349812, compound

Product 1

HCID 18954274HCID 18954274, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 2.52 g of 1-p-aminobenzyl-1,2,3,4-tetrahydro-2-oxoquinoline, 3 ml of triethylamine, 0.5 g of 4-dimethylaminopyridine and 120 ml of methylene chloride is cooled to 5° and a solutoin of 2.88 g of o-trifluoromethanesulfonamidobenzoyl chloride in 20 ml of methylene chloride is added dropwise. The mixture is stirred for a further 16 hours at 20°, evaporated and worked up in conventional manner to give 1,2,3,4-tetrahydro-2-oxo-1-[4-(2-trifluoromethanesulfonamidobenzamido)benzyl]quinoline.

Workup

  1. temperatureis cooled to 5°
  2. customevaporated

Sources & evidence

ORD record
ord-024fd9190e7e4b2190e7ab9265f212db
Source dataset
uspto-grants-1994_12
Patent number
US05371226

Reaction notes

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