Water → 1'-[6-(1H-imidazol-1-yl)pyridazin-3-yl]spiro[1-benzofuran-3,4'-piperidine]

HRID 2036120Notes

Reaction equation

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

Participants

Conditions

Temperature: 160 °C

Procedure

3-Chloro-6-(1H-imidazol-1-yl)pyridazine (180 mg), spiro[1-benzofuran-3,4′-piperidine] (200 mg) and triethylamine (0.42 mL) were dissolved in N,N-dimethylformamide (1 mL), and the solution was stirred at 160° C. under irradiation of microwave for 20 min. Water (10 mL) was added, and the resulting precipitate was collected by filtration, and recrystallized from ethyl acetate-hexane to give the object product (245 mg, 74%).

Workup

filtrationthe resulting precipitate was collected by filtration
customrecrystallized from ethyl acetate-hexane

Sources & evidence

ORD record: ord-6c112ab5e275487dbb23016523003941
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08575167B2

Reaction notes

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