| Identification | More | [Name]
Methyl 1H-indole-7-carboxylate | [CAS]
93247-78-0 | [Synonyms]
1H-INDOLE-7-CARBOXYLIC ACID METHYL ESTER
7-INDOLECARBOXYLIC ACID METHYL ESTER
INDOLE-7-CARBOXYLIC ACID METHYL ESTER
METHYL 1H-INDOLE-7-CARBOXYLATE
METHYL INDOLE-7-CARBOXYLATE
RARECHEM AL BF 0640 | [EINECS(EC#)]
687-631-0 | [Molecular Formula]
C10H9NO2 | [MDL Number]
MFCD00211064 | [Molecular Weight]
175.18 | [MOL File]
93247-78-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
47-48°C | [Boiling point ]
331.7±15.0 °C(Predicted) | [density ]
1.253±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
15.42±0.30(Predicted) | [color ]
White to Off-White | [InChI]
InChI=1S/C10H9NO2/c1-13-10(12)8-4-2-3-7-5-6-11-9(7)8/h2-6,11H,1H3 | [InChIKey]
FTLOEULOTNVCGF-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2C(OC)=O)C=C1 | [CAS DataBase Reference]
93247-78-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
WGK 3 highly water endangering | [Hazard Note ]
Irritant | [HS Code ]
2933 99 80 | [HazardClass ]
IRRITANT |
| Hazard Information | Back Directory | [Uses]
Methyl Indole-7-carboxylate is useful for the preparation of inhibitors of CD38, which are useful in the treatment of cancer. | [Synthesis]
To a solution of 1H-indole-7-carboxylic acid (20 g, 124 mmol, 1.0 eq.) in methanol (700 ml) was slowly added concentrated sulfuric acid (1.2 g, 12 mmol, 0.1 eq.), the temperature of the reaction system was maintained at 0 °C and stirring was continued. The reaction mixture was heated to reflux and maintained for 20 hours. After completion of the reaction, methanol was evaporated under reduced pressure using a rotary evaporator. The residue was dissolved in ethyl acetate and the organic phase was washed sequentially with saturated sodium carbonate solution and brine. The organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure to give Intermediate 1 (16.3 g, 75% yield) as a yellow solid. | [References]
[1] Patent: WO2013/4709, 2013, A1. Location in patent: Page/Page column 51 |
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