Triethylamine → HCID 19349837, compound

HRID 1636895Notes

Reaction equation

HRID 1636895 reaction equation
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[C:15]3[CH:14]=[CH:13][NH:12][C:11](=[O:16])[C:10]=3[N:9]=[C:8]2[CH2:17][CH2:18][CH2:19][CH3:20])=[CH:4][CH:3]=1.C(N(CC)CC)C.[F:30][C:31]([F:46])([F:45])[S:32]([NH:35][C:36]1[CH:44]=[CH:43][CH:42]=[CH:41][C:37]=1[C:38](Cl)=[O:39])(=[O:34])=[O:33]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH2:17]([C:8]1[N:7]([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:38](=[O:39])[C:37]3[CH:41]=[CH:42][CH:43]=[CH:44][C:36]=3[NH:35][S:32]([C:31]([F:46])([F:30])[F:45])(=[O:34])=[O:33])=[CH:22][CH:21]=2)[C:15]2[CH:14]=[CH:13][NH:12][C:11](=[O:16])[C:10]=2[N:9]=1)[CH2:18][CH2:19][CH3:20]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 19349812HCID 19349812, compoundHCID 19349854HCID 19349854, compound

Product 1

HCID 19349837HCID 19349837, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 2.96 g of 1-p-aminobenzyl-2-butyl-4,5-dihydro-4-oxo-1H-imidazo[4,5-c]pyridine, 3 ml of triethylamine, 0.5 g of 4-dimethylaminopyridine and 120 ml of CH2Cl2 is cooled to 5° and a solution of 2.88 g of o-trifluoromethanesulphonamidobenzoyl chloride in 20 ml of CH2Cl2 is added dropwise. The mixture is stirred at 20° for a further 16 hours, evaporated and worked up in conventional manner to give 2-butyl-4-oxo-1-[4-(2-trifluoromethanesulphonamidobenzamido)benzyl]-4,5-dihydro-1H-imidazo[4,5-c]pyridine.

Workup

  1. temperatureis cooled to 5°
  2. customevaporated

Sources & evidence

ORD record
ord-c68e6c5a0fc24811b4a0a75f9420d1dc
Source dataset
uspto-grants-2000_03
Patent number
US06037349

Reaction notes

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