ChemicalBook > CAS DataBase List > 1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

Product Name
1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
CAS No.
879132-48-6
Chemical Name
1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
Synonyms
Atogepant Impurity 11;1-((2-(Trimethylsilyl);1-{[(2-TriMethylsilyl)eth...;-1H-pyrrolo[2,3-b]pyridin-2(3H);1-(2-trimethylsilylethoxymethyl)-3H-pyrrolo[2,3-b]pyridin-2-one;1-{[(2-TriMethylsilyl)ethoxy]Methyl}-1H-pyrrolo[2,3-b]pyridin-2-one;1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo?,3-b]pyridin-2(3H)-one;1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one;1-{[2-(trimethylsilyl)ethoxy]methyl}-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one;1-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one
CBNumber
CB12553558
Molecular Formula
C13H20N2O2Si
Formula Weight
264.4
MOL File
879132-48-6.mol
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1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one Property

storage temp. 
Sealed in dry,Room Temperature
Appearance
Light brown to orange Solid
CAS DataBase Reference
879132-48-6
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M339203
Product name
1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
Packaging
500mg
Price
$155
Updated
2021/12/16
SynQuest Laboratories
Product number
8H80-1-04
Product name
1-{[(2-Trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-2-one
Packaging
250mg
Price
$199
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
ORS0003957
Product name
1-((2-(TRIMETHYLSILYL)ETHOXY)METHYL)-1H-PYRROLO[2,3-B]PYRIDIN-2(3H)-ONE
Purity
95.00%
Packaging
250MG
Price
$232.05
Updated
2021/12/16
SynQuest Laboratories
Product number
8H80-1-04
Product name
1-{[(2-Trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-2-one
Packaging
1g
Price
$625
Updated
2021/12/16
Matrix Scientific
Product number
090604
Product name
1-((2-(Trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
Purity
95+%
Packaging
250mg
Price
$742
Updated
2021/12/16
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1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one Chemical Properties,Usage,Production

Uses

1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one is used in the preparation of an inhibitor of respiratory syncytial virus.

Synthesis

5654-97-7

76513-69-4

879132-48-6

Under nitrogen protection, 7-aza-indol-2-one (2.00 g, 14.9 mmol) was dissolved in a solvent mixture of DMF (30 mL) and THF (30 mL) and cooled to 0 °C. Sodium hydride (0.600 g, 15.0 mmol) dispersed in 60% mineral oil was slowly added and kept stirring at 0 °C for 1 hour. Subsequently, 2-(trimethylsilyl)ethoxymethyl chloride (3.17 mL, 17.9 mmol) was added dropwise over 3 minutes, the ice bath was withdrawn, and the reaction mixture was allowed to warm up naturally to room temperature and stirring was continued for 21 hours. Upon completion of the reaction, the mixture was poured into water (50 mL) and ethyl acetate (50 mL) for partitioning. The aqueous phase was extracted with ethyl acetate (2 x 50 mL) and the organic phases were combined and washed sequentially with water (2 x 50 mL) and brine (50 mL). The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated, and purified by Biotage Horizon fast column chromatography (eluent: 25% ethyl acetate/hexane) to afford 1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (2.26 g) as a viscous, orange-colored oil.LC-MS analysis Conditions: retention time = 3.49 min; m/z = 265.20 [M+H]+ (column: Phenomenex C18 50×2.0 mm 3 μm; mobile phase A: 90% water:10% methanol:0.1% trifluoroacetic acid; mobile phase B: 10% water:90% methanol:0.1% trifluoroacetic acid; flow rate = 0.8 mL/min; gradient program: (starting B-phase ratio = 0%, final B-phase ratio = 100%, gradient time = 4 min, then held at 100% B-phase for 1 min; column temperature = 40 °C; detection wavelength = 220 nm).1H NMR (400 MHz, DMSO-d6) δ 8.15 (d, J=5.0 Hz, 1H), 7.65 (d, J=7.3 Hz, 1H), 7.05 ( dd, J=7.2,5.4 Hz, 1H), 5.07 (s, 2H), 3.69 (s, 2H), 3.59 (t, J=8.0 Hz, 2H), 0.85 (t, J=8.0 Hz, 2H), -0.06 (s, 9H).

References

[1] Patent: WO2016/172424, 2016, A1. Location in patent: Page/Page column 90; 91

1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one Suppliers

China 62 India 2 United States 5 Global 69
Shanghai Longsheng chemical Co.,Ltd.
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021-58099652-8005 13585536065
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Tongchuang Pharma(Suzhou). Co., Ltd.
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0512-63263366 18912765016
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T&W GROUP
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＋86 21-50676805
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Hangzhou Sage Chemical Co., Ltd.
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Shanghai T&W Pharmaceutical Co., Ltd.
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Shanghai potentpharm CO.,Ltd
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Syncozymes (Shanghai) Co.,Ltd.
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Bide Pharmatech Ltd.
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879132-48-6, 1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-oneRelated Search:

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  • 879132-48-6
  • C13H20N2O2Si