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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490500Generated: October 31, 2026

1,2,3,4-Tetrahydro-1-methylquinoline → HCID 69620572, compound

https://huagongshe.com/reaction/1490500

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,3,4-Tetrahydro-1-methylquinolineHCID 68109—
ReagentPinacolHCID 6425—
ReagentTriethylamineHCID 8471—
ReagentCatecholboraneHCID 67506—
CatalystTris(pentafluorophenyl)boraneHCID 582056—
SolventTolueneHCID 1140—
ProductHCID 69620572HCID 6962057283%

Reaction Conditions

Temperature120 °C

Reaction Steps

Prepared from 1-methyl-1,2,3,4-tetrahydroquinoline (1k, 29.4 mg, 0.200 mmol, 1.00 equiv) and catBH (36.0 mg, 0.300 mmol, 1.50 equiv) according to GP 1. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 3k (45.3 mg, 83%) as a white solid.

Provenance & Evidence

DOI10.1002/anie.201611536
Source datasetBorylation dataset from Roche
ORD IDord-d3ba5717f432449fad3bb49fdeacca0e
Source noteBorylation dataset from Roche