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640735-23-5, 4-Fluoro-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

640735-23-5, To a solution of 4-fluoro-1H-pyrrolo[2,3-b]pyridine (4.07 g, 29.9 mmol) in N,N- dimethylformamide (250 mL) was added N-bromosuccinimide (6.20 g, 34.8 mmol) in portions at 0 C. The reaction mixture was stirred at 0 C for 1 h. The reaction was quenched with water (200 mL) and the precipitate was collected to afford the title compound (4.06 g, 18.9 mmol, 63%) as an off-white solid.LCMS Method A: 99%, tR 1.328 min, m/z = 215.0 [M+H]+

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Reference:
Patent; BIOBLOCKS, INC.; VISIONARY PHARMACEUTICALS; MEYER, Stephen Todd; WADE, Warren Stanfield; ZAPF, James W.; GERENCSER, Janos; GYIMOTHY, Balazs; (282 pag.)WO2020/23393; (2020); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Some tips on 640735-23-5

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.640735-23-5,4-Fluoro-7-azaindole,as a common compound, the synthetic route is as follows.,640735-23-5

Example 44 2-(2, 3-DIFLUORO-PHENYL)-1-(4-FLUORO-LH-PYRROLO [2S3-B] PY ridin-3-yl)-ethanone [0256] 4-FLUORO-LH-PYRROLO [2, 3-B] PYRIDINE (230mg, 1. 69MMOL) (ORG. Lett. 2003,5 (26), 5023) and AlCl3 (678, 5. lmmol) in methylene chloride (30mL) were stirred for 0.5hr. To this mixture was added 2,3-Difluoro-phenyl)-acetyl chloride (644mg, 3. 38MMOL) and the reaction solution was stirred for 14HR. Quenched with methanol (50mL) and water (50mL) and extracted with ethyl acetate, dried (NA2SO4). Flash chromatography (methylene chloride/methanol) afforded 2- (2, 3-Difluoro-phenyl)-l- (4-fluoro-lH-pyrrolo [2, 3-B] PY ridin-3-yl)-ethanone (448mg, 91% YIELD). LC/MS : RT 3.16mins. ; m/e 287.1 (M+H), 285.2 (M-H).

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Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/28475; (2005); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

640735-23-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.640735-23-5,4-Fluoro-7-azaindole,as a common compound, the synthetic route is as follows.

To a suspension of sodium hydride (60% dispersion in mineral oil, 2.14 g, 53.5 mmol) in dry N,N-dimethylformamide (30 mL) was added a solution of 4-fluoro-1H-pyrrolo[2,3-b]pyridine (5.77 g, 42.46 mmol) in dry N,N-dimethylformamide (58 mL) dropwise at 0 C. The mixture was stirred at 0 C for 15 min. To the mixture was added a solution of triisopropylsilyl chloride (10 mL, 46.71 mmol) in dry N,N-dimethylformamide (12 mL) dropwise at 0 C over 30 min. The reaction mixture was allowed to warm to room temperature and the mixture was stirred at room temperature for 42 h. The reaction mixture was poured into ice water (800 mL) and the mixture was extracted with dichloromethane (4 x 200 mL). The combined organic layers were washed with water (2 x 200 mL), dried over sodium sulfate, filtered and evaporated. The residue was purified by gradient silica gel column chromatography eluting with n-heptane:ethyl acetate (100:0 to 50:50) to afford the title compound (8.51 g, 29.14 mmol, 68%) as a pale yellow liquid. LCMS Method A: 99%, tR=2.242 min, m/z = 293.2 [M+H]+.

The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOBLOCKS, INC.; VISIONARY PHARMACEUTICALS; MEYER, Stephen Todd; WADE, Warren Stanfield; ZAPF, James W.; GERENCSER, Janos; GYIMOTHY, Balazs; (282 pag.)WO2020/23393; (2020); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

640735-23-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.640735-23-5,4-Fluoro-7-azaindole,as a common compound, the synthetic route is as follows.

[0723] To a stirred solution of 4-fluoro-1H-pyrrolo [2,3-bj pyridine (1.4 g, 10 mmol) in DMF (42 mL) at 0 C under an argon atmosphere were added potassium carbonate (2.1 g, 15 mmol) and methyl iodide (1.75 g, 12 mmol). The reaction mixture was warmed to room temperature and stirred for 12 h. After consumption of starting material (by TLC), the reaction mixture was diluted with water (100 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 15%EtOAc:Hexane to afford 4-fluoro-1-methyl-1H-pyrrolo [2,3-bj pyridine (700 mg, 45%) as pale brown liquid. ?H NMR (CDC13, 400 MHz): 8.26 (dd, 1H), 7.12 (d, 1H), 6.78 (dd, 1H), 6.51 (d, 1H), 3.90 (s, 3H); TLC: 20% EtOAc Hexane (Rj: 0.5).

The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (2017); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Downstream synthetic route of 640735-23-5

The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

640735-23-5, 4-Fluoro-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

640735-23-5, 00341] 4-Fluoro-lH-pyrrolo[2,3-b]pyridine (1.80 g, 13.2 mmol, prepared as described inThibault, et al. as cited in Scheme 1 above) was added slowly to fuming HNO3 at 00C and stirred for 10 minutes. Ice was then added, followed by the addition of water. The reaction was then filtered, and the solid product was washed with water and dried to give 4-fluoro-3-nitro-lH- pyrrolo[2,3-b]pyridine (1.80 g, 75.2% yield).

The synthetic route of 640735-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2009/89352; (2009); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles