Home Cart Sign in  
Chemical Structure| 109535-73-1 Chemical Structure| 109535-73-1

Structure of 109535-73-1

Chemical Structure| 109535-73-1

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 109535-73-1 ]

CAS No. :109535-73-1
Formula : C9H10N2O
M.W : 162.19
SMILES Code : O=C1C(C)(C)C2=CC=CN=C2N1
MDL No. :MFCD18261254

Safety of [ 109535-73-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 109535-73-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 109535-73-1 ]

[ 109535-73-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 5654-97-7 ]
  • [ 74-88-4 ]
  • [ 109535-73-1 ]
YieldReaction ConditionsOperation in experiment
Step 3: 3,3-Dimethyl-1 ,3-dihydro-pyrrolo[2,3-b]pyridin-2-one1 ,3-dihydro-pyrrolo[2,3-b]pyridin-2-one (500mg, 3.73mmol) in dry THF (40 ml) under at atmosphere of nitrogen was treated with N1 ,N1 ,N2,N2-tetramethylethane-1 ,2- diamine (1.956 ml, 13.05 mmol). The mixture was cooled to -78C in an acetone/dry ice bath. n-BuLi (1.6M in Hexanes) (8.15 ml, 13.05 mmol) was added dropwise over 30mins. After addition, the mixture was stirred for a further 30 mins and then treated dropwise with methyl iodide (0.816 ml, 13.05 mmol) and stirred at RT overnight. The reaction was quenched by careful addition of NH4CI (20 ml) and the mixture was extracted with EtOAc (2 x75 ml). The organic portion was separated and washed with sat NaHC03, brine, dried (MgS04) and concentrated in vacuo to give a pale yellow powder. The methylation process was repeated twice to obtain the dimethylated product. Purification of the resulting solid by chromatography on silica eluting with 0% to 50% EtOAc in iso-hexane afforded the title product; H NMR (400 MHz, DMSO-d6) delta 10.95 (1 H, s), 8.05 (1 H, dd), 7.65 (1 H, dd), 6.95 (1 H, dd), 1.25 (6H, s).
0.1 g To a stirred solution of 7-Azaoxindole 1 (0.5 g ,3.73mmol ) in anhydrous THF(10 ml ) was added «-BuLi (0.47g,7.42 mmol)at -78 C followed by TMEDA(0.865 g, 7.42mmol ). After lh Mel( 0.876 g, 7.42 mmol) was added slowly and mixture was allowed to come up to room temperature. After stirring for lh , saturated aqueous ammonium chloride was added and the crude material was partitioned between water and ethyl acetate. Organic layer was separated, dried over sodium sulphate and concentrated under vacuum. Crude compound was purified by column chromatography by eluting with 40% ethyl acetate in pet ether to get the desired compound 2 (0.1 g)
0.1 g Step-1 [0050] To a stirred solution of 7-Azaoxindole 1 (0.5 g, 3.73 mmol) in anhydrous THF (10 ml) was added n-BuLi (0.47 g, 7.42 mmol) at -78 C. followed by TMEDA (0.865 g, 7.42 mmol). After 1 h MeI (0.876 g, 7.42 mmol) was added slowly and mixture was allowed to come up to room temperature. After stirring for 1 h, saturated aqueous ammonium chloride was added and the crude material was partitioned between water and ethyl acetate. Organic layer was separated, dried over sodium sulphate and concentrated under vacuum. Crude compound was purified by column chromatography by eluting with 40% ethyl acetate in pet ether to get the desired compound 2 (0.1 g)
  • 2
  • [ 5654-97-7 ]
  • aqueous NH4 Cl [ No CAS ]
  • [ 74-88-4 ]
  • [ 109535-73-1 ]
YieldReaction ConditionsOperation in experiment
With NaH; In tetrahydrofuran; dichloromethane; F: 1,3-Dihydro-3,3-dimethyl-2H-pyrrolo[2,3-b]pyridin-2-one (Compound T) STR76 Add <strong>[5654-97-7]1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one</strong> (8.50 g, 0.0634 mole) portionwise to sodium hydride (7.86 g of 60% NaH in oil, washed with hexane, 0.196 mole) in dry THF (300 mL) at 0 C. under a N2 atmosphere. Stir for 30 minutes at room temperature, and then cool to -78 C. Add iodomethane (7.9 mL, 17.99 g, 0.127 mole) dropwise, and warm reaction mixture up to room temperature slowly. Pour reaction mixture into saturated aqueous NH4 Cl (250 mL), and rotoevaporate to remove THF. Extract the aqueous solution with ethyl acetate. Wash the organic solution with saturated aqueous NaCl, dry with MgSO4, filter, and rotoevaporate to give a yellow solid. Dissolve the solid in dichloromethane, and chromotograph on silica gel, eluding with ethyl acetate:hexane (1:1). Combine the appropriate fractions, and concentrate under a reduced pressure to give the title compound T as a white solid (5.17 g, m.p. 173-174 C.).
 

Historical Records

Technical Information

Categories