N-methyl-2-pyrrolidone → HCID 117667073, compound

HRID 1526217Notes

Reaction equation

HRID 1526217 reaction equation
Cl[C:2]1[C:3]([C:11]([NH2:13])=[O:12])=[N:4][C:5]([CH2:9][CH3:10])=[C:6]([Cl:8])[N:7]=1.[F:14][C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][C:21]=1[N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)[NH2:18].C(N(C(C)C)CC)(C)C.CN1CCCC1=O>O>[Cl:8][C:6]1[N:7]=[C:2]([NH:18][C:17]2[CH:19]=[CH:20][C:21]([N:22]3[CH2:23][CH2:24][O:25][CH2:26][CH2:27]3)=[C:15]([F:14])[CH:16]=2)[C:3]([C:11]([NH2:13])=[O:12])=[N:4][C:5]=1[CH2:9][CH3:10]

Participants

6

Reactant 4

HCID 13387N-methyl-2-pyrrolidoneHCID 81531DiisopropylethylamineHCID 14853303-Fluoro-4-morpholinoanilineHCID 848199603,5-Dichloro-6-ethylpyrazine-2-carboxamide

Product 1

HCID 117667073HCID 117667073, compoundYield 66.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3,5-dichloro-6-ethylpyrazine-2-carboxamide (600 mg), 3-fluoro-4-(morpholin-4-yl)aniline (500 mg), diisopropylethylamine (880 μL), and N-methylpyrrolidone (2.5 mL) was reacted in a microwave reaction device at 180° C. for 1 hour. After leaving to be cooled, to the reactant was added water, and the precipitated solid was collected by filtration and then washed with ethanol to obtain 5-chloro-6-ethyl-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}pyrazine-2-carboxamide (640 mg) as a yellow solid.

Workup

  1. customwas reacted in a microwave reaction device at 180° C. for 1 hour
  2. customAfter leaving
  3. temperatureto be cooled, to the reactant
  4. filtrationthe precipitated solid was collected by filtration
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-5e1f49c43a864016a3c6c6c5f3800c57
Source dataset
uspto-grants-2015_07
Patent number
US09085540B2

Reaction notes

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