1,2-Dichloroethane → N'-(2-hydroxy-3-phenylpyrido[2,3-b]pyrazin-6-yl)nicotinohydrazide

HRID 221987Notes

Reaction equation

HRID 221987 reaction equation
[NH:1]([C:3]1[CH:4]=[CH:5][C:6]2[C:7]([N:19]=1)=[N:8][C:9]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:10]([OH:12])[N:11]=2)[NH2:2].[C:20](O)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[N:23][CH:22]=1.C(Cl)CCl.O>CN1C(=O)CCC1>[OH:12][C:10]1[N:11]=[C:6]2[CH:5]=[CH:4][C:3]([NH:1][NH:2][C:20](=[O:27])[C:21]3[CH:26]=[CH:25][CH:24]=[N:23][CH:22]=3)=[N:19][C:7]2=[N:8][C:9]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 938Nicotinic AcidHCID 962WaterHCID 178514300HCID 178514300, compound

Product 1

HCID 178523945N'-(2-hydroxy-3-phenylpyrido[2,3-b]pyrazin-6-yl)nicotinohydrazide

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a mixture of 6-hydrazino-3-phenylpyrido[2,3-b]pyrazin-2-ol (3-3) (3.7 g, 14.5 mmol) and nicotinic acid (2.1 g, 17.4 mmol) in NMP (50 mL) was added EDC (3.1 g, 16.0 mmol), and stirred at room temperature for overnight. To the mixture was added water, and the resulting solid was collected by filtration to yield N-(2-hydroxy-3-phenylpyrido[2,3-b]pyrazin-6-yl)nicotinohydrazide (3-4).

Workup

  1. filtrationthe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-2b5411ef05394b8583677cc249f58a3a
Source dataset
uspto-grants-2012_06
Patent number
US08207169B2

Reaction notes

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