Trimethyl orthoacetate → HCID 86719150, compound

HRID 1778194Notes

Reaction equation

HRID 1778194 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([Cl:10])[C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[C:11](OC)(OC)(OC)[CH3:12]>O>[Br:1][C:2]1[N:3]=[C:4]([Cl:10])[C:5]2[N:6]([C:11]([CH3:12])=[N:9][N:8]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 15050Trimethyl orthoacetateHCID 584469775-Bromo-3-chloro-2-hydrazinylpyrazine

Product 1

HCID 86719150HCID 86719150, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

5-bromo-3-chloro-2-hydrazinylpyrazine 1′-1 (945 mg; 3.51 mmol) is dissolved in 12 ml trimethyl orthoacetate and heated up to 130° C. for 1 hour. The solution is diluted with water and extracted with EtOAc. The organic phase is then purified with flash chromatography: cHex/EtOAc=70%/30% to 55%/45% within 10 column volumes.

Workup

  1. extractionextracted with EtOAc
  2. customThe organic phase is then purified with flash chromatography

Sources & evidence

ORD record
ord-8153cb52768c4ee89ccf5b14ef7f701e
Source dataset
uspto-grants-2016_02
Patent number
US09266891B2

Reaction notes

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