Ethylenediamine → HCID 66835195, compound

HRID 333055Notes

Reaction equation

HRID 333055 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([O:12][CH3:13])[CH:3]=1.[NH2:14][CH2:15][CH2:16][NH2:17].COCC(O)C>>[CH3:13][O:12][C:4]1[CH:3]=[C:2]([NH:14][CH2:15][CH2:16][NH2:17])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

Participants

4

Reactant 3

HCID 3301EthylenediamineHCID 79001-Methoxy-2-propanolHCID 109653774-Chloro-2-methoxyquinoline

Product 1

HCID 66835195HCID 66835195, compound

Conditions

Temperature
110 °C

Procedure

4-Chloro-2-methoxy-quinoline (484 mg, 2.5 mmol) and 1,2-diaminoethan (751 mg, 12.5 mmol) were mixed with 1-methoxy-2-propanol and stirred at 110° C. for 24 hours. The mixture was evaporated to dryness and the residue was purified by column chromatography (pre-packed silica column, gradient of ethyl acetate/methanol each containing 1% triethylamine). 0.324 g were obtained (1.49 mmol; 60%). MS (APCI) m/z=218.0 [M+H]+.

Workup

  1. customThe mixture was evaporated to dryness
  2. customthe residue was purified by column chromatography (pre-packed silica column, gradient of ethyl acetate/methanol each containing 1% triethylamine)
  3. custom0.324 g were obtained (1.49 mmol; 60%)

Sources & evidence

ORD record
ord-c840f24f72e041998899281c2950d403
Source dataset
uspto-grants-2014_11
Patent number
US08877934B2

Reaction notes

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