Water → 10-butyl-mesityl-2,5-dimethyl-7,8,9,10-tetrahydro-6H-pyrazolo[5',1'-:2,3]pyrimido[4,5-b]azepine

HRID 890220Notes

Reaction equation

[I].[Na].C(=O)([O-])[O-].[K+].[K+].C(N[C:14]1([CH2:34][CH2:35][CH2:36][CH2:37]Cl)[CH2:19][N:18]2[N:20]=[C:21]([CH3:32])[C:22]([C:23]3[C:28]([CH3:29])=[CH:27][C:26]([CH3:30])=[CH:25][C:24]=3[CH3:31])=[C:17]2[N:16]=[C:15]1[CH3:33])CCC.O>CN1CCCCC1=O>[CH2:15]([N:16]1[CH2:37][CH2:36][CH2:35][CH2:34][C:14]2[C:15]([CH3:33])=[N:16][C:17]3[N:18]([N:20]=[C:21]([CH3:32])[C:22]=3[C:23]3[C:28]([CH3:29])=[CH:27][C:26]([CH3:30])=[CH:25][C:24]=3[CH3:31])[C:19]1=2)[CH2:14][CH2:34][CH3:35]

Participants

Conditions

Temperature: 150 °C

Procedure

Sodium iodine (catalytic amount) and potassium carbonate (65 mg, 0.47 mmol) were added to a solution of N-butyl-N-(6-(4-chlorobutyl)-3-mesityl-2,5-dimethylpyrazolo[1,5-a]pyrimidin-6-yl)amine (65 mg, 0.15 mmol) in 1-methyl-2-piperidone (2 mL), followed by stirring at 150° C. for four hours. Then, the mixture was treated with water, extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel chromatogrpahy (15% ethyl acetate/hexane), to give the title compound (18 mg) as yellow crystals.

Workup

extractionextracted with ethyl acetate
dry with materialdried over anhydrous magnesium sulfate
customevaporated
customThe residue was purified by silica gel chromatogrpahy (15% ethyl acetate/hexane)

Sources & evidence

ORD record: ord-b1deed5d9c3d4ad3be0059e8b13d1ece
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06995163B2

Reaction notes

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