HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754495Generated: October 28, 2026
Triethylsilane → methyl 2-(6-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetate
https://huagongshe.com/reaction/1754495
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | (6-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-oxo-acetic acid methyl ester | HCID 73013622 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | methyl 2-(6-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetate | HCID 73013621 | — |
Reaction Steps
To a solution of triethylsilane (0.343 ml, 2.15 mmol) in TFA (2 ml) cooled to −10° C. is added portionwise (6-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-oxo-acetic acid methyl ester (0.155 g, 0.61 mmol). The reaction mixture is stirred at −10° C. for 1 hour and the solvent is removed in vacuo. The residue is washed with saturated sodium hydrogen carbonate solution and this aqueous portion is extracted with DCM (3×10 ml). The organics are combined, dried (Na2SO4) and concentrated in vacuo and the resulting crude is purified by chromatography on silica eluting with methanol/DCM (0-0.5% methanol) to yield the titled product as an off-white powder. (MH+239).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09169251B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-0e233d45b87640348cd00f889f87d871 |
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| Source note | uspto-grants-2015_10 |
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