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

CAS No.
879132-48-6
Chemical Name:
1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
Synonyms
1-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one;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
CBNumber:
CB12553558
Molecular Formula:
C13H20N2O2Si
Molecular Weight:
264.4
MDL Number:
MFCD17214392
MOL File:
879132-48-6.mol
MSDS File:
SDS
Last updated:2026-05-27 23:21:04

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

storage temp. Sealed in dry,Room Temperature
Appearance Light brown to orange Solid
CAS DataBase Reference 879132-48-6

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338

1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 090604 1-((2-(Trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one 879132-48-6 250.00mg $742 2026-05-18 Buy
Matrix Scientific 090604 1-((2-(Trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one 879132-48-6 1.00g $1647 2026-05-18 Buy
Synthonix T7635 1-{[(2-Trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-2-one 97.0% 879132-48-6 1g $64 2026-05-06 Buy
Synthonix T7635 1-{[(2-Trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-2-one 97.0% 879132-48-6 5g $80 2026-05-06 Buy
Synthonix T7635 1-{[(2-Trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-2-one 97.0% 879132-48-6 10g $150 2026-05-06 Buy
Product number Packaging Price Buy
090604 250.00mg $742 Buy
090604 1.00g $1647 Buy
T7635 1g $64 Buy
T7635 5g $80 Buy
T7635 10g $150 Buy

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

1,3-DIHYDRO-2H-PYRROLO[2,3-B]PYRIDINE-2-ONE

5654-97-7

2-(Trimethylsilyl)ethoxymethyl chloride

76513-69-4

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

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

5654-97-7
76513-69-4
879132-48-6
Synthesis of 1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one from 1,3-Dihydro-2H-pyrrolo[2,3-b]pyridine-2-one and 2-(Trimethylsilyl)ethoxymethyl chloride
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1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one Spectrum

1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one 1-{[(2-TriMethylsilyl)eth... 2H-Pyrrolo[2,3-b]pyridin-2-one, 1,3-dihydro-1-[[2-(triMethylsilyl)ethoxy]Methyl]- 1-{[(2-TriMethylsilyl)ethoxy]Methyl}-1H-pyrrolo[2,3-b]pyridin-2-one 1-{[2-(trimethylsilyl)ethoxy]methyl}-1H,2H,3H-pyrrolo[2,3-b]pyridin-2-one 1-((2-(Trimethylsilyl) -1H-pyrrolo[2,3-b]pyridin-2(3H) 1-(2-trimethylsilylethoxymethyl)-3H-pyrrolo[2,3-b]pyridin-2-one tert-butyl ((3R,5R,6R)-6-methyl-2-oxo-5-(2,3,6-trifluorophenyl)piperidin-3-yl)carbamate Atogepant Impurity 11 1-((2-(triMethylsilyl)ethoxy)Methyl)-1H-pyrrolo?,3-b]pyridin-2(3H)-one 1,3-Dihydro-1-[[2-(trimethylsilyl)ethoxy]methyl]-2H-pyrrolo[2,3-b]pyridin-2-one 1-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (S)-3-(((3S,5S,6R)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6- trifluorophenyl)piperidin-3-yl)carbamoyl)-2'-oxo-1',2',5,7- tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine] 1-oxide (S)-3-(((3S,5S,6R)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6- trifluorophenyl)piperidin-3-yl)carbamoyl)-2'-oxo-1',2',5,7- tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine] 1-ox 879132-48-6 C13H20N2O2Si