Sodium Carbonate → HCID 67179448, compound

HRID 1479957Notes

Reaction equation

HRID 1479957 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][C@H:9]1C)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH3:15][O:16][C:17]([C:19]1[CH:24]=[N:23][C:22](Cl)=[CH:21][N:20]=1)=[O:18].[C:26]([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C>[CH3:15][O:16][C:17]([C:19]1[N:20]=[CH:21][C:22]([N:11]2[CH2:12][CH2:13][N:8]([C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])[CH2:9][C@H:10]2[CH3:26])=[N:23][CH:24]=1)=[O:18]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 406081Methyl 5-chloropyrazine-2-carboxylateHCID 10262201tert-Butyl (2R)-2-methylpiperazine-1-carboxylate

Product 1

HCID 67179448HCID 67179448, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

To (R)-1-boc-methylpiperazine (1 g, 5.0 mmol) in DMF (20 mL) is added 5-chloro-pyrazine-2-carboxylic acid methyl ester (862 mg, 5.0 mmol) and Na2CO3 (2.1 g, 20.0 mmol). The reaction mixture is stirred in a microwave reactor at 140° C. for 3 h. Then the mixture is cooled to rt and the organic solvent is removed in vacuo to afford a brown colored solid as product (1.7 g, quant.).

Workup

  1. temperatureThen the mixture is cooled to rt
  2. customthe organic solvent is removed in vacuo
  3. customto afford a brown colored solid as product (1.7 g, quant.)

Sources & evidence

ORD record
ord-ced445136e534fd789b7d1eb79656e6e
Source dataset
uspto-grants-2016_08
Patent number
US09409871B2

Reaction notes

Loading…