Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyruvic Acid | HCID 1060 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | tert-butyl 3-formyl-1H-indole-1-carboxylate | HCID 2764519 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 22616999 | HCID 22616999 | 3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06376670B1 |
|---|
| Source dataset | uspto-grants-2002_04 |
|---|
| ORD ID | ord-ec0227e7f5c94bcd85da47a9778e704d |
|---|
| Source note | uspto-grants-2002_04 |
|---|