Triethylamine → HCID 86668390, compound

HRID 1942878Notes

Reaction equation

HRID 1942878 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](OC)[N:5]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]3)=[C:13]([O:23][CH3:24])[CH:12]=2)[N:3]=1.[CH2:25]([N:27](CC)CC)C.Cl[C:33]1N=C(Cl)N=C(N(C)C)N=1>CO>[Cl:1][C:2]1[N:3]=[C:4]([N:10]([C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]3)=[C:13]([O:23][CH3:24])[CH:12]=2)[CH3:33])[N:5]=[C:6]([NH:27][CH3:25])[N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 169852,4-Dichloro-6-(dimethylamino)-1,3,5-triazineHCID 86640783(4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

Product 1

HCID 86668390HCID 86668390, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

(4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine (800 mg, 3.94 mmol) was dissolved in 10 ml of methanol and cooled in an ice-bath. Triethylamine (0.6 ml, 4.33 mmol) was added, followed by (4,6-dichloro-[1,3,5]triazin-2-yl)-dimethyl-amine (760 mg, 3.94 mmol; Chem. Pharm. Bull. 45, 291 (1997)). The resulting slurry was stirred for 1 hour at 0° C. and filtered, to give the title compound as a slightly brownish solid in 57% yield.

Workup

  1. temperaturecooled in an ice-bath
  2. filtrationfiltered

Sources & evidence

ORD record
ord-dbf7ebcc748e4159a39164fb9598884f
Source dataset
uspto-grants-2013_03
Patent number
US08389717B2

Reaction notes

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