| Identification | Back Directory | [Name]
4-fluoro-1H-indole-7-carboxylic acid | [CAS]
313337-34-7 | [Synonyms]
7-Carboxy-4-fluoro-1H-indole
4-FLUORO-7-INDOLE CARBOXYLIC ACID
4-Fluoro indole-7-carboxylic aicd
4-fluoro-1H-indole-7-carboxylic acid
1H-Indole-7-carboxylic acid, 4-fluoro- | [Molecular Formula]
C9H6FNO2 | [MDL Number]
MFCD11845609 | [MOL File]
313337-34-7.mol | [Molecular Weight]
179.15 |
| Chemical Properties | Back Directory | [Melting point ]
227-228 °C | [Boiling point ]
421.4±25.0 °C(Predicted) | [density ]
1.510±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
4.88±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C9H6FNO2/c10-7-2-1-6(9(12)13)8-5(7)3-4-11-8/h1-4,11H,(H,12,13) | [InChIKey]
GDLCLHCOKQFBPI-UHFFFAOYSA-N | [SMILES]
N1C2=C(C(F)=CC=C2C(O)=O)C=C1 |
| Hazard Information | Back Directory | [Synthesis]
Step B: Potassium hydroxide (13.04 g, 0.232 mol) was dissolved in a 14% water/ethanol mixture (50 ml) and 4-fluoro-1H-indole-7-carbonitrile (900 mg, 5.60 mmol) was added. The reaction mixture was refluxed for 12 h followed by slow cooling to room temperature and concentrated under vacuum to about 30 ml. The residue was acidified to pH 2 with an aqueous hydrochloric acid solution of about 5.5 N. The precipitate was collected by filtration, washed with excess water and dried under high vacuum to give 4-fluoro-7-carboxyindole as a white solid (100% conversion). The resulting product can be used in subsequent reactions without further purification. | [References]
[1] Patent: US6469006, 2002, B1
[2] Patent: US2004/6090, 2004, A1. Location in patent: Page/Page column 33
[3] Patent: WO2004/11425, 2004, A2. Location in patent: Page 73
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 1, p. 198 - 202 |
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