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Chemical Structure| 640735-23-5 Chemical Structure| 640735-23-5

Structure of 640735-23-5

Chemical Structure| 640735-23-5

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CAS No.: 640735-23-5

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Product Details of [ 640735-23-5 ]

CAS No. :640735-23-5
Formula : C7H5FN2
M.W : 136.13
SMILES Code : FC1=C2C(=NC=C1)[NH]C=C2
MDL No. :MFCD08272231
InChI Key :YZTWCWYRUCKWDR-UHFFFAOYSA-N
Pubchem ID :11297998

Safety of [ 640735-23-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P280-P305+P351+P338-P310

Application In Synthesis of [ 640735-23-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 640735-23-5 ]

[ 640735-23-5 ] Synthesis Path-Downstream   1~30

  • 1
  • [ 74420-00-1 ]
  • [ 74420-02-3 ]
  • [ 640735-23-5 ]
  • 2
  • [ 640735-25-7 ]
  • [ 640735-23-5 ]
YieldReaction ConditionsOperation in experiment
94% With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20℃; for 1h;Inert atmosphere; [0722] To a stirred solution of 4-fluoro-i-(triisopropylsilyl)-1H-pyrrolo [2,3-bj pyridine (3 g, 10 mmol) in THF (15 mL) at 0 C under an argon atmosphere was added tetra butyl ammonium fluoride 1M in THF (10.5 mL). The reaction mixture was warmed to room temperature and stirred for 1 h. After consumption of starting material (by TLC), the reactionmixture was diluted with water (50 mL) and extracted with EtOAc (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 20%EtOAc: Hexane to afford 4-fluoro-1H-pyrrolo [2,3-bj pyridine (1.3 g, 94%) as an off-white solid. ?H NMR (CDC13, 400 MHz): 10.52 (brs, 1H), 8.30-8.25 (m, 1H), 7.32-7.30 (m, 1H), 6.81 (dd, 1H), 6.59 (s, 1H); TLC: 20% EtOAc Hexane (R 0.2).
  • 3
  • [ 109-01-3 ]
  • [ 640735-23-5 ]
  • 4-(4-methylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine [ No CAS ]
  • 4
  • [ 31252-42-3 ]
  • [ 640735-23-5 ]
  • C19H21N3 [ No CAS ]
  • 5
  • [ 110-91-8 ]
  • [ 640735-23-5 ]
  • 4-(morpholin-4-yl)-1H-pyrrolo[2,3-b]pyridine [ No CAS ]
  • 6
  • [ 110-89-4 ]
  • [ 640735-23-5 ]
  • 4-(1-piperidyl)-1H-pyrrolo[2,3-b]pyridine [ No CAS ]
  • 7
  • [ 123-75-1 ]
  • [ 640735-23-5 ]
  • C11H13N3 [ No CAS ]
  • 8
  • [ 319474-34-5 ]
  • [ 640735-23-5 ]
  • 9
  • [ 920501-58-2 ]
  • [ 640735-23-5 ]
  • 13
  • [ 348640-06-2 ]
  • [ 640735-23-5 ]
  • 14
  • [ 640735-22-4 ]
  • [ 640735-23-5 ]
  • 15
  • [ 808144-32-3 ]
  • [ 640735-23-5 ]
  • [ 849068-01-5 ]
YieldReaction ConditionsOperation in experiment
91% With aluminum (III) chloride; In dichloromethane; for 14h; 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).
  • 16
  • [ 640735-23-5 ]
  • [ 1172067-55-8 ]
YieldReaction ConditionsOperation in experiment
75.2% With nitric acid; at 0℃; for 0.166667h; 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).
  • 17
  • [ 271-63-6 ]
  • [ 640735-23-5 ]
  • 18
  • [ 640735-23-5 ]
  • 2-cyclopropyl-1-(4-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one [ No CAS ]
  • 19
  • [ 640735-23-5 ]
  • 2-bromo-2-cyclopropyl-1-(4-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)ethan-1-one [ No CAS ]
  • 20
  • [ 640735-23-5 ]
  • (Z)-N’-(1-cyclopropyl-2-(4-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-oxoethoxy)-6-methoxy-5-(4-methyl-1H-imidazol-1-yl)picolinimidamide [ No CAS ]
  • 21
  • [ 640735-23-5 ]
  • 6-cyclopropyl-5-(4-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl)-5,6-dihydro-4H-1,2,4-oxadiazine [ No CAS ]
  • 22
  • [ 640735-23-5 ]
  • (+)-6-cyclopropyl-5-(4-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl)-5,6-dihydro-4H-1,2,4-oxadiazine [ No CAS ]
  • (-)-6-cyclopropyl-5-(4-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-(6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridin-2-yl)-5,6-dihydro-4H-1,2,4-oxadiazine [ No CAS ]
  • 23
  • [ 74-88-4 ]
  • [ 640735-23-5 ]
  • 4-fluoro-1-methyl-1H-pyrrolo[2,3-b]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20℃; for 12h;Inert atmosphere; [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).
  • 24
  • [ 640735-23-5 ]
  • 4-fluoro-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine [ No CAS ]
  • 25
  • [ 640735-23-5 ]
  • 2-[[4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridin-1-yl]methoxy]ethyltrimethylsilane [ No CAS ]
  • 26
  • [ 640735-23-5 ]
  • 4-[4-fluoro-1-(2-trimethylsilylethoxymethyl)pyrrolo[2,3-b]pyridin-3-yl]-N- methylsulfonylbenzamide [ No CAS ]
  • 27
  • [ 640735-23-5 ]
  • 4-[4-[(1-acetyl-4-piperidyl)methoxy]-1-(2-trimethylsilylethoxymethyl) pyrrolo[2,3-b]pyridin-3yl]-N-methylsulfonylbenzamide [ No CAS ]
  • 28
  • [ 640735-23-5 ]
  • 4-[4-[(1-acetyl-4-piperidyl)methoxy]-1H-pyrrolo[2,3-b]pyridin-3-yl]-N-methylsulfonylbenzamide ammonium salt [ No CAS ]
  • 29
  • [ 640735-23-5 ]
  • 2-[[3-bromo-4-[(1,4-dimethyl-4-piperidyl)methoxy]pyrrolo[2,3-b]pyridin-1-yl]methoxy]ethyltrimethylsilane [ No CAS ]
  • 30
  • [ 640735-23-5 ]
  • tert-butyl 4-[[3-[4-(methanesulfonamidomethyl)phenyl]-1-(2-trimethylsilylethoxymethyl)pyrrolo[2,3-b]pyridin-4-yl]oxymethyl]-4-methylpiperidine-1-carboxylate [ No CAS ]
 

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