| Identification | Back Directory | [Name]
7-chloro-1H-indole-2-carboxylic acid | [CAS]
28899-75-4 | [Synonyms]
7-Chloroindole-2-carboxylic acid
1H-Indole-2-carboxylic acid, 7-chloro-
7-chloro-1H-indole-2-carboxylic acid(SALTDATA: FREE) | [EINECS(EC#)]
249-296-5 | [Molecular Formula]
C9H6ClNO2 | [MDL Number]
MFCD02664428 | [MOL File]
28899-75-4.mol | [Molecular Weight]
195.6 |
| Chemical Properties | Back Directory | [Boiling point ]
449.7±25.0 °C(Predicted) | [density ]
1.548±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
solid | [pka]
4.23±0.30(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C9H6ClNO2/c10-6-3-1-2-5-4-7(9(12)13)11-8(5)6/h1-4,11H,(H,12,13) | [InChIKey]
NVKAHBFPKVINGE-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2Cl)C=C1C(O)=O |
| Hazard Information | Back Directory | [Uses]
7-chloro-1H-indole-2-carboxylic acid is an important pharmaceutical intermediate compound used in the preparation of protease inhibitors. | [Synthesis]
A mixture of 111.5 g of 7-chloroindole-2-carboxylate in 31.25 g of 96percent sodium hydroxide in 183 ml of methanol and 183 ml of water were heated under reflux for 1 hour, cooled to 45 ° C, and 10 percent hydrochloric acid was added dropwise to a pH of 3 to 4. The mixture was sufficiently cooled to obtain 89.7 g of product as an off-white 7-chloro-1H-indole-2-carboxylic acid.
| [References]
[1] Journal of Medicinal Chemistry, 2003, vol. 46, # 19, p. 3957 - 3960
[2] Patent: CN104402795, 2017, B. Location in patent: Paragraph 0060; 0063
[3] Journal of the Chemical Society, 1955, p. 3499,3502
[4] Patent: US2003/207893, 2003, A1
[5] Patent: WO2004/22061, 2004, A1. Location in patent: Page/Page column 56-57 |
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