2-Chloro-6,7-dimethoxyquinoxaline → HCID 178486820, compound

HRID 1018491Notes

Reaction equation

HRID 1018491 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]1.Cl[C:10]1[CH:19]=[N:18][C:17]2[C:12](=[CH:13][C:14]([O:22][CH3:23])=[C:15]([O:20][CH3:21])[CH:16]=2)[N:11]=1>C(O)C>[CH3:21][O:20][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][C:14]=1[O:22][CH3:23])[N:11]=[C:10]([NH:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]1)[CH:19]=[N:18]2

Participants

4

Reactant 2

HCID 225731372-Chloro-6,7-dimethoxyquinoxalineHCID 178511714HCID 178511714, compound

Product 1

HCID 178486820HCID 178486820, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of cis-4-aminocyclohexanol (400 mg, 3.48 mmole) and 2-chloro-6,7-dimethoxyquinoxaline (450 mg, 2 mmole) in 5 mL of ethanol is placed in sealed tube and then heated at 180° C. for 3 hours. The dark-brown mixture is chromatographed on silica gel and eluted with ethyl acetate to provide the desired product (m.p. 65-67° C.). Anal. Calcd. for C16H21N3O3•0.6H2O: C, 61.17; H, 7.12; N, 13.37; Found: C, 61.22; H, 7.19; N, 12.19.

Workup

  1. customis placed in sealed tube
  2. customThe dark-brown mixture is chromatographed on silica gel
  3. washeluted with ethyl acetate

Sources & evidence

ORD record
ord-2a6f93c5e1264d40806f34482f31c77c
Source dataset
uspto-grants-2002_11
Patent number
US06482834B2

Reaction notes

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