Benzylamine → HCID 12043217, compound

HRID 1760908Notes

Reaction equation

HRID 1760908 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][C:6]([O:15][CH2:16][CH3:17])=[C:7]([O:12][CH2:13][CH3:14])[CH:8]=2)[N:3]=1.[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([NH:25][C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][C:6]([O:15][CH2:16][CH3:17])=[C:7]([O:12][CH2:13][CH3:14])[CH:8]=2)[N:3]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 12043216HCID 12043216, compound

Product 1

HCID 12043217HCID 12043217, compoundYield 87.6%

Procedure

To 0.3 g (1.19 mmol) of 2-chloro-6,7-diethoxyquinoxaline is added 2 mL of benzylamine. This mixture is heated under nitrogen overnight to 120° C. The resulting mixture is partitioned between CH2Cl2 and saturated NaHCO3 solution. The organic layer is concentrated, and the residue chromatographed (30:1 CH2Cl2; EtOH) to provide 0.337 g of the product as a yellow solid in 87.6% yield (m.p. 136° C.). Anal. Calcd for C19H21N3O2: C, 70.57; H, 6.54; N, 12.99. Found: C, 70.54; H, 6.66; N, 12.80.

Workup

  1. temperatureThis mixture is heated under nitrogen overnight to 120° C
  2. customThe resulting mixture is partitioned between CH2Cl2 and saturated NaHCO3 solution
  3. concentrationThe organic layer is concentrated
  4. customthe residue chromatographed (30:1 CH2Cl2; EtOH)

Sources & evidence

ORD record
ord-c3cbb598ca404313b2c2229686c88a73
Source dataset
uspto-grants-2005_01
Patent number
US06846815B2

Reaction notes

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