1,1-Dimethoxyethyl(dimethyl)amine → tert-Butyl 4-(5-bromo-3-((1-(dimethylamino)ethylidene)amino)pyrazin-2-yl)piperazine-1-carboxylate

HRID 1045746Notes

Reaction equation

HRID 1045746 reaction equation
[NH2:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([Br:8])[N:7]=1.CO[C:24](OC)([N:26]([CH3:28])[CH3:27])[CH3:25]>C1(C)C=CC=CC=1>[Br:8][C:6]1[N:7]=[C:2]([N:1]=[C:24]([N:26]([CH3:28])[CH3:27])[CH3:25])[C:3]([N:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]2)=[N:4][CH:5]=1

Participants

4

Reactant 2

HCID 878351,1-Dimethoxyethyl(dimethyl)amineHCID 58446968Tert-butyl 4-(3-amino-5-bromopyrazin-2-yl)piperazine-1-carboxylate

Product 1

HCID 58447046tert-Butyl 4-(5-bromo-3-((1-(dimethylamino)ethylidene)amino)pyrazin-2-yl)piperazine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 100 mL round bottom flask was charged with tert-butyl 4-(3-amino-5-bromopyrazin-2-yl)piperazine-1-carboxylate (1.0 g, 2.8 mmol), N,N-dimethylacetamide dimethyl acetal (0.44 g, 3.3 mmol) and toluene (20 mL). The mixture was heated at reflux for 11 h. Work-up: the solvent was evaporated to dryness. The product was used in the next step without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 11 h
  3. customthe solvent was evaporated to dryness
  4. customThe product was used in the next step without further purification

Sources & evidence

ORD record
ord-30d0af32f198446e8bc3333b9f844d44
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

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