Water → N'-(2-oxo-3-phenyl-1,2-dihydropyrido[2,3-b]pyrazin-6-yl)morpholine-4-carbohydrazide

HRID 222004Notes

Reaction equation

HRID 222004 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].CCN(C(C)C)C(C)C.[N:29]1([C:35](Cl)=[O:36])[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1.O>CN1C(=O)CCC1.CCOCC>[O:12]=[C:10]1[C:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:8][C:7]2[N:19]=[C:3]([NH:1][NH:2][C:35]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[O:36])[CH:4]=[CH:5][C:6]=2[NH:11]1

Participants

7

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 848104-Morpholinecarbonyl chlorideHCID 178514300HCID 178514300, compound

Product 1

HCID 67117519N'-(2-oxo-3-phenyl-1,2-dihydropyrido[2,3-b]pyrazin-6-yl)morpholine-4-carbohydrazide

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a mixture of 6-hydrazino-3-phenylpyrido[2,3-b]pyrazin-2-ol (3-3) (200 mg, 0.79 mmol) and DIEA (0.55 mL, 3.16 mmol) in NMP (8 mL) was added morpholine-4-carbonyl chloride (354 mg, 2.37 mmol), and stirred at room temperature for 1 hour. To the mixture was added water and Et2O, and the precipitate was collected by filtration to yield N′-(2-oxo-3-phenyl-1,2-dihydropyrido[2,3-b]pyrazin-6-yl)morpholine-4-carbohydrazide (8-1) as a pale yellow solid.

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-5d38bed93062460b870fae0826197652
Source dataset
uspto-grants-2012_06
Patent number
US08207169B2

Reaction notes

Loading…