Cyclopropylamine → HCID 19418800, compound

HRID 707246Notes

Reaction equation

HRID 707246 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.[CH:9]1([NH2:12])[CH2:11][CH2:10]1>>[Cl:8][C:7]1[C:2]([NH:12][CH:9]2[CH2:11][CH2:10]2)=[N:3][CH:4]=[CH:5][N:6]=1

Participants

3

Reactant 2

HCID 69828CyclopropylamineHCID 785752,3-Dichloropyrazine

Product 1

HCID 19418800HCID 19418800, compoundYield 88%

Conditions

Temperature
130 °C

Procedure

2,3-Dichloropyrazine (1.013 ml, 9.73 mmol) and cyclopropylamine (3 ml, 42.8 mmol) were combined in a microwave vial and heated at 130° C. for 30 minutes. The reaction mixture was partitioned between water (100 mL) and ethyl acetate (200 mL). The organic was dried with magnesium sulfate and evaporated to dryness under reduced pressure. Purification using silica chromatography (dichloromethane to ethyl acetate gradient) gave the desired 3-chloro-N-cyclopropylpyrazin-2-amine (1.45 g, 8.55 mmol, 88% yield) as an oil.

Workup

  1. customThe reaction mixture was partitioned between water (100 mL) and ethyl acetate (200 mL)
  2. dry with materialThe organic was dried with magnesium sulfate
  3. customevaporated to dryness under reduced pressure
  4. customPurification

Sources & evidence

ORD record
ord-b0ccec0c548248e2afbee8c9a5e39fe2
Source dataset
uspto-grants-2015_11
Patent number
US09174992B2

Reaction notes

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