3,4,5-Trimethoxyaniline → HCID 59343474, compound

HRID 16299Notes

Reaction equation

HRID 16299 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:10]=2)[N:3]=1.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:27]=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[NH2:26]>CCOC(C)=O>[CH3:33][O:32][C:28]1[CH:27]=[C:25]([NH:26][C:2]2[CH:7]=[N:6][CH:5]=[C:4]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[CH:10]=3)[N:3]=2)[CH:24]=[C:23]([O:22][CH3:21])[C:29]=1[O:30][CH3:31]

Participants

4

Reactant 2

HCID 322853,4,5-TrimethoxyanilineHCID 593435012-Chloro-6-(3-phenyl-phenyl-oxy)-pyrazine

Product 1

HCID 59343474HCID 59343474, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using Method EE (reaction time: 4 hours) with 2-chloro-6-[(3-phenyl)-phenyl-oxy]-pyrazine (100 mg, 0.35 mmol) and 3,4,5-trimethoxyaniline (84 mg, 0.46 mmol), and purification by column chromatography (AcOEt), the title compound was obtained (117 mg). Yield: 78%.

Workup

  1. customMethod EE (reaction time: 4 hours)

Sources & evidence

ORD record
ord-335e1fdb52e8459d8d545c88612a6a00
Source dataset
uspto-grants-2010_06
Patent number
US07737152B2

Reaction notes

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