2-Chloro-3-(4-methoxyphenyl)propanal → 2-(4-Fluorophenyl)-7-(4-methoxybenzyl)imidazo[1,2-b][1,2,4]triazine

HRID 500109Notes

Reaction equation

Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[N:13][C:12]([NH2:15])=[N:11][CH:10]=2)=[CH:5][CH:4]=1.Cl[CH:17]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)[CH:18]=O>C(O)(CC)(C)C>[F:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:10]=[N:11][C:12]3[N:13]([C:17]([CH2:20][C:21]4[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=4)=[CH:18][N:15]=3)[N:14]=2)=[CH:7][CH:8]=1

Participants

Conditions

Temperature: 130 °C

Procedure

A mixture of 6-(4-fluorophenyl)-1,2,4-triazin-3-amine hydrochloride (50 mg, 0.2 mmol) and 2-chloro-3-(4-methoxyphenyl)propanal (48 mg, 0.24 mmol) in tert-amyl alcohol (1 mL) was heated at 130° C. for 4 h. After cooling, the mixture was purified by preparative HPLC to afford the desired product. (7.1 mg) LCMS: (M+H)=335.1.

Workup

temperatureAfter cooling
customthe mixture was purified by preparative HPLC

Sources & evidence

ORD record: ord-c8450fcda9374181b026ca5f8d1a60c5
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07767675B2

Reaction notes

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