Triethylamine → (4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

HRID 1942871Notes

Reaction equation

C(N(CC)CC)C.[CH3:8][O:9][C:10]1[CH:11]=[C:12]([NH2:22])[CH:13]=[CH:14][C:15]=1[N:16]1[CH:20]=[C:19]([CH3:21])[N:18]=[CH:17]1.[Cl:23][C:24]1[N:29]=[C:28](Cl)[N:27]=[C:26]([O:31][CH3:32])[N:25]=1>CO>[Cl:23][C:24]1[N:25]=[C:26]([O:31][CH3:32])[N:27]=[C:28]([NH:22][C:12]2[CH:13]=[CH:14][C:15]([N:16]3[CH:20]=[C:19]([CH3:21])[N:18]=[CH:17]3)=[C:10]([O:9][CH3:8])[CH:11]=2)[N:29]=1

Participants

Conditions

Temperature: 0 °C

Procedure

Triethylamine (0.23 ml, 1.62 mmol) was added to a solution of 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (300 mg, 1.48 mmol) in 5 ml of methanol. The mixture was cooled in an ice-bath and 2,4-dichloro-6-methoxy-[1,3,5]triazine (266 mg, 1.48 mmol) added portionwise. The mixture was stirred for 1 hour at 0° C. The resulting precipitate was removed by filtration and dried to give the title compound as a slightly brownish solid (317 mg, 62%).

Workup

temperatureThe mixture was cooled in an ice-bath
customThe resulting precipitate was removed by filtration
customdried

Sources & evidence

ORD record: ord-c46e05d2b39e4c5f80020e3651d955cb
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08389717B2

Reaction notes

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