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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407425Generated: October 30, 2026

Pentane → HCID 59578424, compound

https://huagongshe.com/reaction/2407425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPentaneHCID 8003—
ReactantTrimethyl borateHCID 8470—
ReactantHCID 21360855HCID 21360855—
ReactantHCID 178418306HCID 178418306—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59578424HCID 59578424163.1%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 6-chloro-1-methyl-1H-pyrrolo[2,3-b]pyridine (1.02 g, 6.12 mmol)) in THF (60 mL) at −78° C. was added 1.7 M t-BuLi in pentane (9.00 mL, 15.31 mmol) and the mixture was stirred at −78° C. for 2 h. Trimethyl borate (1.026 mL, 9.18 mmol) was added at −78° C. and the mixture was allowed to warm to room temperature, and stirred at room temperature overnight. Water (2 mL) was added and the mixture was concentrated in vacuo. The solid was subjected to high vacuum overnight to afford 2.1 g of 6-chloro-N-methyl-7-aza indole-2-boronic acid. ESI-MS: m/z 211.1 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809545B2
Source datasetuspto-grants-2014_08
ORD IDord-003c9f0de7ac4dee91d6ae24dcf5c3f1
Source noteuspto-grants-2014_08