6-(4-Bromo-3-fluorophenyl)-1,2,4-triazin-3-amine → 6-[2-(4-Bromo-3-fluorophenyl)imidazo[1,2-b][1,2,4]triazin-7-yl]methylquinoxaline

HRID 500192Notes

Reaction equation

Cl[CH:2]([CH2:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][CH:10]=[N:9]2)[CH:3]=O.[Br:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[N:28]=[N:27][C:26]([NH2:29])=[N:25][CH:24]=2)=[CH:19][C:18]=1[F:30]>C(O)(C)(C)C>[Br:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:24]=[N:25][C:26]3[N:27]([C:2]([CH2:5][C:6]4[CH:7]=[C:8]5[C:13](=[CH:14][CH:15]=4)[N:12]=[CH:11][CH:10]=[N:9]5)=[CH:3][N:29]=3)[N:28]=2)=[CH:19][C:18]=1[F:30]

Participants

Conditions

Temperature: 110 °C

Procedure

A mixture of 2-chloro-3-quinoxalin-6-ylpropanal (110 mg, 0.52 mmol), and 6-(4-bromo-3-fluorophenyl)-1,2,4-triazin-3-amine (140 mg, 0.52 mmol) in tert-butyl alcohol (4 mL) was stirred at 110° C. overnight. After cooling to RT, it was concentrated and purified by chromatography on silica gel with EtOAc in Hexane (0-40%) to afford the desired product (140 mg, 62%). LCMS: (M+H)=435.2.

Workup

temperatureAfter cooling to RT
concentrationit was concentrated
custompurified by chromatography on silica gel with EtOAc in Hexane (0-40%)

Sources & evidence

ORD record: ord-9b9f09c20f454068b745a60a87ce4d4a
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07767675B2

Reaction notes

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