Ethylamine → HCID 58229854, compound

HRID 222008Notes

Reaction equation

HRID 222008 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]2[CH:17]=[CH:16][C:15]3=[N:18][N:19]=[C:20]([C:21]([O:23]C)=O)[N:14]3[C:5]2=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:25]([NH2:27])[CH3:26]>>[Cl:1][C:2]1[N:3]=[C:4]2[CH:17]=[CH:16][C:15]3=[N:18][N:19]=[C:20]([C:21]([NH:27][CH2:25][CH3:26])=[O:23])[N:14]3[C:5]2=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 6341EthylamineHCID 58229883HCID 58229883, compound

Product 1

HCID 58229854HCID 58229854, compound

Procedure

A mixture of methyl 3-chloro-2-phenyl[1,2,4]triazolo[4′,3′:1,6]pyrido[2,3-b]pyrazine-9-carboxylate (11-2) (80 mg, 0.235 mmol) and ethylamine (2M in THF, 5 mL, 10 mmol) was stirred at room temperature for overnight. The solvent was evaporated and the residue was purified by column chromatography eluting with 0-20% EtOH in EtOAc to give 3-chloro-N-ethyl-2-phenyl[1,2,4]triazolo[4′,3′:1,6]pyrido[2,3-b]pyrazine-9-carboxamide (11-3).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by column chromatography
  3. washeluting with 0-20% EtOH in EtOAc

Sources & evidence

ORD record
ord-b77270584e6b4f38ba75c48332ac5291
Source dataset
uspto-grants-2012_06
Patent number
US08207169B2

Reaction notes

Loading…