Dicyclohexylcarbodiimide → HCID 86600874, compound

HRID 1766606Notes

Reaction equation

HRID 1766606 reaction equation
[CH2:1]([C:3]1[N:11]=[C:10]([O:12][CH3:13])[C:9]([NH:14][C:15]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:19][CH2:18]2)=[O:16])=[CH:8][C:4]=1[C:5](O)=[O:6])C.C1CCC(N=C=NC2CCCCC2)CC1.[CH:44]1[C:57]2[C:48](=[N:49][C:50]3[C:55]([C:56]=2[NH:58][C:59]2[CH:60]=[C:61]([NH:67][C:68](=[O:72])[CH:69]([NH2:71])[CH3:70])[CH:62]=[C:63]([CH2:65][OH:66])[CH:64]=2)=[CH:54][CH:53]=[CH:52][CH:51]=3)[CH:47]=[CH:46][CH:45]=1>N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[CH:54]1[C:55]2[C:50](=[N:49][C:48]3[C:57]([C:56]=2[NH:58][C:59]2[CH:60]=[C:61]([NH:67][C:68]([CH:69]([NH:71][C:5]([C:4]4[CH:8]=[C:9]([NH:14][C:15]([N:17]5[CH2:22][CH2:21][N:20]([C:23]6[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=6)[CH2:19][CH2:18]5)=[O:16])[C:10]([O:12][CH3:13])=[N:11][C:3]=4[CH3:1])=[O:6])[CH3:70])=[O:72])[CH:62]=[C:63]([CH2:65][OH:66])[CH:64]=2)=[CH:44][CH:45]=[CH:46][CH:47]=3)[CH:51]=[CH:52][CH:53]=1

Participants

6

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 11315175HCID 11315175, compoundHCID 21111627HCID 21111627, compound

Product 1

HCID 86600874HCID 86600874, compoundYield 68.2%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

2-ethyl-6-methoxy-5-[(4-phenylpiperazine-1-carbonyl)amino]nicotinic acid(0.5 g, 1.24 mmole) was dissolved in pyridine(30 mL) and thereto DCC(0.26 g, 1.24 nmole), DMAP(0.15 g, 1.24 mmole) and N-[3-(acridine-9-yl-amino)-5-hydroxymethyl-phenyl]-2-aminopropaneamide were added. After stirring the resulting mixture for 24 hours at the room temperature. The resulting product was purified by column chromatography to give the titled compound.

Workup

  1. customThe resulting product was purified by column chromatography

Sources & evidence

ORD record
ord-e3e7412198f34fdfba54f358fc5627e3
Source dataset
uspto-grants-2007_06
Patent number
US07230105B2

Reaction notes

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