Tert-Butylamine → HCID 53410761, compound

HRID 2192678Notes

Reaction equation

HRID 2192678 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[Cl:6][C:7]1[CH:12]=[N:11][CH:10]=[C:9](Cl)[N:8]=1.C(OC(O)C)C>CCN(C(C)C)C(C)C>[C:1]([NH:5][C:9]1[CH:10]=[N:11][CH:12]=[C:7]([Cl:6])[N:8]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6385Tert-ButylamineHCID 785042,6-DichloropyrazineHCID 101298981-Ethoxyethanol

Product 1

HCID 53410761HCID 53410761, compound

Reagents, catalysts & solvents 1

HCID 81531DiisopropylethylamineSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of tert-butylamine (14.9 g, 20 mmol), 2,6-dichloropyrazine (6.0 g, 40 mmol), Hünig's base (10 mL) and ethoxyethanol (6 mL) was heated at 130° C. in a sealed tube for 18 hours. The solvent was removed in vacuo and the residue taken up in CH2Cl2 (100 mL) and filtered. The filtrate was washed with H2O (2×20 mL), brine (20 mL) and dried (Na2SO4). Chromatography eluting with CH2Cl2 separated the product as a white solid (5.4 g, 72%).

Workup

  1. customThe solvent was removed in vacuo
  2. filtrationfiltered
  3. washThe filtrate was washed with H2O (2×20 mL), brine (20 mL)
  4. dry with materialdried (Na2SO4)
  5. washChromatography eluting with CH2Cl2
  6. customseparated the product as a white solid (5.4 g, 72%)

Sources & evidence

ORD record
ord-5e608ae6c931478e986c21f970502db2
Source dataset
uspto-grants-2012_12
Patent number
US08329737B2

Reaction notes

Loading…