Sodium hydride → HCID 77231610, compound

HRID 506956Notes

Reaction equation

HRID 506956 reaction equation
[CH3:1][NH:2][C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6].[H-].[Na+].[Cl:12][C:13]1[CH:18]=[N:17][CH:16]=[C:15](Cl)[N:14]=1>C1COCC1>[Cl:12][C:13]1[N:14]=[C:15]([CH2:1][NH:2][C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6])[CH:16]=[N:17][CH:18]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 785042,6-DichloropyrazineHCID 527635tert-Butyl methylcarbamate

Product 1

HCID 77231610HCID 77231610, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

tert-butyl methylcarbamate (prepared following a method substantially similar to the one described in JACS, 2003, 125, 7307-7312)(10.52 g, 80.21 mmol, 1.05 eq.) was dissolved in dry THF (120 mL) and cooled in an ice-bath. NaH (3.51 g, 87.84 mmol, 60%, 1.15 eq.) was added portionwise and the resultant suspension was stirred at RT for 1 hour. The suspension was cooled in an ice-bath and 2,6-dicloropyrazine (11.38 g, 76.39 mmol, 1 eq.) was added portionwise. The reaction mixture was stirred at RT overnight.

Workup

  1. temperaturecooled in an ice-bath
  2. temperatureThe suspension was cooled in an ice-bath

Sources & evidence

ORD record
ord-726dcba24c684fdd91dea2d0278ca61b
Source dataset
uspto-grants-2010_08
Patent number
US07786130B2

Reaction notes

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