7-氮杂吲哚(1H-吡咯[2,3-B]吡啶)
7-Azaindole
CAS: 271-63-6
Molecular Formula: C7H6N2
7-氮杂吲哚(1H-吡咯[2,3-B]吡啶) - Names and Identifiers
| Name | 7-Azaindole |
| Synonyms | AZI 7-Azaindole 7-Aza-7H-indole 1,7-diazaindene 7-Aza-1-pyrindine 1,7-Diaza-1H-indene Pyrrolo(2,3-b)pyridine 7-AZAINDOLE CRYSTALLINE 1H-Pyrrolo[2,3-b]pyridine 7H-Pyrrolo[2,3-b]pyridine 1H-pyrrolo(2,3-b)pyridine |
| CAS | 271-63-6 |
| EINECS | 205-981-0 |
| InChI | InChI=1/C7H6N2/c1-2-6-3-5-9-7(6)8-4-1/h1-5H,(H,8,9) |
| InChIKey | MVXVYAKCVDQRLW-UHFFFAOYSA-N |
7-氮杂吲哚(1H-吡咯[2,3-B]吡啶) - Physico-chemical Properties
| Molecular Formula | C7H6N2 |
| Molar Mass | 118.14 |
| Density | 1.1151 (rough estimate) |
| Melting Point | 105-107 °C (lit.) |
| Boling Point | 270 °C (753.1004 mmHg) |
| Flash Point | 270°C |
| Solubility | Chloroform, Methanol |
| Vapor Presure | 0.0094mmHg at 25°C |
| Appearance | Brown transparent solid |
| Color | White to off-white |
| BRN | 109667 |
| pKa | 7.69±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.5500 (estimate) |
| MDL | MFCD00005606 |
| Physical and Chemical Properties | melting point 103-107°C boiling point 270°C |
| Use | Used as a reagent for organic synthesis |
7-氮杂吲哚(1H-吡咯[2,3-B]吡啶) - Risk and Safety
| Risk Codes | R36 - Irritating to the eyes R41 - Risk of serious damage to eyes R37/38 - Irritating to respiratory system and skin. R22 - Harmful if swallowed |
| Safety Description | S39 - Wear eye / face protection. 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. |
| WGK Germany | 3 |
| RTECS | UY8710000 |
| HS Code | 29339990 |
| Hazard Class | IRRITANT |
7-氮杂吲哚(1H-吡咯[2,3-B]吡啶) - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | 7-azafindole is an important heterocyclic intermediate with good biological and medicinal value. it is the core structure of many drugs, such as antineoplastic drugs, dopamine D4 receptor, p38 kinase inhibitor, thrombin inhibitor, etc., so it has a wide range of application value in medical research. |
| application | 7-azafindole is a heterocyclic organic compound, which is an organic synthesis intermediate and a pharmaceutical intermediate, and can be used in laboratory research and development processes and chemical and pharmaceutical synthesis processes. |
| synthesis method | in a single-mouthed bottle, 2.0g 2-amino -3-methylpyridine and 2.5g N-methylformaniline are added to 40mL dichloromethane, and 3.15g PCl is added by stirring in an ice water bath. After 4 hours of reaction, the reaction system was slowly poured into 40mL ammonia water, and the insoluble matter was removed by suction filtration. The organic layer is separated, the organic layer is washed twice, anhydrous sodium sulfate is dried, evaporated to obtain light yellow solid 2.91g, and the yield is 70%. 1HNMR(500MHz,CDCl3)δ8.91(s,1H),8.16(d,J = 3.9Hz,1H),7.46(d,J = 7.2Hz,1H),7.39(t,J = 7.9Hz,2H),7.27(d,J = 7.9Hz,2H),7.17(t,J = 7.4Hz,1H),6.89-6.91(m,1H),3.59(s,3H),2.39(s,3H). In a three-mouth bottle, under the protection of nitrogen, 5gN-methyl-N-phenyl-N'-(2-(3-methylpyridine) group) formamidine was dissolved in 30mL of dry tetrahydrofuran and lowered to -20 ℃. Then slowly drip in 13mL n-butyl lithium (2.5M), after 5 hours of reaction, the reaction system is poured into 1M citric acid aqueous solution to quench the reaction. Extracting with ethyl acetate, the organic layer is separated, the water layer is reversed, the organic layer is combined, the anhydrous sodium sulfate is dried, and evaporated to obtain 1.04g of 7-azaindole with a yield of 40%. |
| Use | Used as an organic synthesis reagent |
Last Update：2024-04-09 21:04:16
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View History
7-氮杂吲哚(1H-吡咯[2,3-B]吡啶)
TRIMAGNESIUM PHOSPHATE
1-异丙基-4-硝基苯
2-Propanone, 1-isothiocyanato- (9CI)
2-氨基-2-环己基乙酸
VINYL BEHENATE
2-((叔丁氧羰基)氨基)-3-乙氧基-3-氧代丙酸
2-[环丙基-[(2-甲基丙-2-基)氧基羰基]氨基]乙酸
2-((叔丁氧基羰基)氨基)-3-甲氧基-3-氧代丙酸
[2S-[2a[1(R*),2R*,4R*],4b]]-3-[4-叠氮-2-异丙基-1-氧代-4-[四氢-4-异丙基-5-氧代-2-呋喃基]丁基]-4-苄基-2-噁唑烷酮
TRIMAGNESIUM PHOSPHATE
1-异丙基-4-硝基苯
2-Propanone, 1-isothiocyanato- (9CI)
2-氨基-2-环己基乙酸
VINYL BEHENATE
2-((叔丁氧羰基)氨基)-3-乙氧基-3-氧代丙酸
2-[环丙基-[(2-甲基丙-2-基)氧基羰基]氨基]乙酸
2-((叔丁氧基羰基)氨基)-3-甲氧基-3-氧代丙酸
[2S-[2a[1(R*),2R*,4R*],4b]]-3-[4-叠氮-2-异丙基-1-氧代-4-[四氢-4-异丙基-5-氧代-2-呋喃基]丁基]-4-苄基-2-噁唑烷酮