Water → HCID 57928165, compound
Reaction equation
[Br:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH:5]3[NH:12][NH:13][C:14]([C:16]3[C:17](Cl)=[C:18]4[CH:24]=[CH:23][NH:22][C:19]4=[N:20][CH:21]=3)=[O:15])[CH2:3]1)[CH2:9]2.C(N(CC)CC)C.O>CN1CCCC1=O>[Br:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH:5]3[N:12]3[C:17]4=[C:18]5[CH:24]=[CH:23][NH:22][C:19]5=[N:20][CH:21]=[C:16]4[C:14](=[O:15])[NH:13]3)[CH2:3]1)[CH2:9]2Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 200 °C
Procedure
To a solution of N′-(5-bromoadamantan-2-yl)-4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carbohydrazide (200 mg) in 1-methyl-2-pyrrolidone (1.5 ml) was added triethylamine (0.2 ml), and the mixture was stirred at 200° C. using a microwave reaction system for 2 hours. After the reaction solution was cooled, water was added to the reaction solution, and the mixture was extracted with chloroform. The organic layer was dried over magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol) to obtain 1-(5-bromoadamantan-2-yl)-1,6-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridine-3(2H)-one (91 mg).
Workup
- customa microwave reaction system for 2 hours
- temperatureAfter the reaction solution was cooled
- extractionthe mixture was extracted with chloroform
- dry with materialThe organic layer was dried over magnesium sulfate
- filtrationfiltered
- concentrationThe filtrate was concentrated under reduced pressure
- customThe residue was purified by silica gel column chromatography (chloroform:methanol)
Sources & evidence
- ORD record
- ord-a316fc3bf375422a8028303a421521d4
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07879844B2
Reaction notes
Loading…