Diisopropylethylamine → 6-((7-Chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)morpholin-3-one

HRID 57600Notes

Reaction equation

HRID 57600 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:8][NH:7][C:6](=[O:9])[CH2:5][O:4]1.Cl[C:11]1[C:20]2[C:15](=[N:16][CH:17]=[CH:18][N:19]=2)[CH:14]=[C:13]([Cl:21])[N:12]=1.CCN(C(C)C)C(C)C>C1COCC1>[Cl:21][C:13]1[N:12]=[C:11]([NH:1][CH2:2][CH:3]2[CH2:8][NH:7][C:6](=[O:9])[CH2:5][O:4]2)[C:20]2[C:15](=[N:16][CH:17]=[CH:18][N:19]=2)[CH:14]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 100575426-(Aminomethyl)morpholin-3-oneHCID 717428275,7-Dichloropyrido(3,4-b)pyrazine

Product 1

HCID 867173776-((7-Chloropyrido[4,3-b]pyrazin-5-ylamino)methyl)morpholin-3-oneYield 34%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 6-(aminomethyl)morpholin-3-one (130 mg, 1 mmol), 5,7-dichloropyrido[4,3-b]pyrazine (200 mg, 1 mmol) and DIEA (260 mg, 2 mmol) in THF (20 mL) was stirred at reflux overnight. After concentration, the residue was purified by column chromatography to give product as yellow solid (100 mg).

Workup

  1. temperatureat reflux overnight
  2. concentrationAfter concentration
  3. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-6f6beef96c5c4616be22ff3013f6fbdc
Source dataset
uspto-grants-2016_09
Patent number
US09434726B2

Reaction notes

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