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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1533101Generated: November 2, 2026

Pyruvic Acid → HCID 22616999, compound

https://huagongshe.com/reaction/1533101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyruvic AcidHCID 1060—
ReactantAnilineHCID 6115—
Reactanttert-butyl 3-formyl-1H-indole-1-carboxylateHCID 2764519—
SolventAcetic AcidHCID 176—
ProductHCID 22616999HCID 226169993%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a 500 mL round bottom flask was added 27.2 g (0.31 mol) of pyruvic acid (Lancaster), N-Boc-indole-3-carboxaldehyde (0.16 mol) and 200 mL of acetic acid. The reaction mixture was heated at 85° C. until all the solid material had dissolved (˜30 min). Then aniline (0.31 mol) was added and the reaction mixture was stirred for 90 minutes at 85° C. The precipitate was filtered hot in a fritted funnel and washed with acetic acid (2×50 mL) and then with ether (2×50 mL). The solid filter cake was dried in vacuo to yield 2-(N-Boc-3-indolyl)-4-quinolinecarboxylic Acid (3-50% yield) of pure (>95%) material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06207679B1
Source datasetuspto-grants-2001_03
ORD IDord-7e0307a134954d6281f44db8d11bec23
Source noteuspto-grants-2001_03