Triethylamine → HCID 18991701, compound

HRID 376077Notes

Reaction equation

HRID 376077 reaction equation
Cl.[NH2:2][N:3]=[CH:4][C:5]1[CH:32]=[CH:31][C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:30]=[CH:29][C:19]([C:20]([N:22]([CH:26]([CH3:28])[CH3:27])[CH:23]([CH3:25])[CH3:24])=[O:21])=[CH:18][CH:17]=2)=[CH:7][CH:6]=1.Cl.[C:34](Cl)(=[O:41])[C:35]1[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=1.C(N(CC)CC)C>C(Cl)Cl>[C:34]([N:2]=[N:3][CH2:4][C:5]1[CH:32]=[CH:31][C:8]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]([C:20]([N:22]([CH:23]([CH3:24])[CH3:25])[CH:26]([CH3:27])[CH3:28])=[O:21])=[CH:29][CH:30]=2)=[CH:7][CH:6]=1)(=[O:41])[C:35]1[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12262826Isonicotinoyl chloride hydrochlorideHCID 67744790HCID 67744790, compound

Product 1

HCID 18991701HCID 18991701, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 5.0 g (9.2 mmol) of 4-[5-[4-(aminoiminomethyl)phenoxy]pentyloxy]-N,N-bis(1-methylethyl)benzamide monohydrochloride in 10 ml of methylene chloride is added 3.3 g (18.4 mmol) of isonicotinoyl chloride hydrochloride and 5.0 ml of triethylamine. The mixture is stirred at room temperature for 24 hours and purified by chromatography on silica gel with 80% ethyl acetate/hexane as the eluent to obtain 4-[5-[4-[(isonicotinoylimino)aminomethyl]phenoxy]pentyloxy]-N,N-bis(1 -methylethyl)benzamide:

Workup

  1. custompurified by chromatography on silica gel with 80% ethyl acetate/hexane as the eluent

Sources & evidence

ORD record
ord-0d98150921144f31bf5cfbb4ce45f27c
Source dataset
uspto-grants-1996_01
Patent number
US05488160

Reaction notes

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