6-chloro-1H-pyrazolo[3,4-b]pyridine

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CAS:63725-51-9
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CAS:63725-51-9
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Products Intro: Product Name:6-Chloro-1H-pyrazolo[3,4-b]pyridine
CAS:63725-51-9
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6-chloro-1H-pyrazolo[3,4-b]pyridine manufacturers

6-chloro-1H-pyrazolo[3,4-b]pyridine Basic information
Product Name:6-chloro-1H-pyrazolo[3,4-b]pyridine
Synonyms:6-chloro-1H-pyrazolo[3,4-b]pyridine;6-Chloro-1H-pyrazolo[3,4-...;7-Aza-6-chloro-1H-indazole;1H-Pyrazolo[3,4-b]pyridine, 6-chloro-;6-chloro-1H-pyrazolo[3;6-Chloro-1H-pyrazolo[3,4-b]pyridine 98%;6-Chlor-1H-pyrazolo<3,4-b>pyridin;6-Chloro-1H-Pyrazol[3,4-b]pyridine
CAS:63725-51-9
MF:C6H4ClN3
MW:153.57
EINECS:
Product Categories:Heterocycle-Pyridine series
Mol File:63725-51-9.mol
6-chloro-1H-pyrazolo[3,4-b]pyridine Structure
6-chloro-1H-pyrazolo[3,4-b]pyridine Chemical Properties
Boiling point 262℃
density 1.61
Fp 113℃
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka5.20±0.40(Predicted)
form solid
color Yellow-brown
InChIInChI=1S/C6H4ClN3/c7-5-2-1-4-3-8-10-6(4)9-5/h1-3H,(H,8,9,10)
InChIKeyNWYLBGYCSAJFCB-UHFFFAOYSA-N
SMILESC12NN=CC1=CC=C(Cl)N=2
Safety Information
HS Code 2933399990
MSDS Information
6-chloro-1H-pyrazolo[3,4-b]pyridine Usage And Synthesis
Synthesis
6-Chloro-2-fluoropyridine-3-carboxaldehyde

1093880-37-5

6-chloro-1H-pyrazolo[3,4-b]pyridine

63725-51-9

GENERAL STEPS: To a solution of tetrahydrofuran (THF, 30 mL) containing 6-chloro-2-fluoropyridine-3-carbaldehyde (4.0 g, 25.1 mmol) was added hydrazine hydrate (2.515 g, 56.3 mmol). The reaction mixture was heated at 60 °C with stirring for 5 hours. Upon completion of the reaction, the mixture was concentrated and quenched with ice water. The solid formed was collected by filtration and dried under vacuum to afford 6-chloro-1hydro-pyrazolo[3,4-B]pyridine (3.5 g, 92% yield). The product was characterized by 1H NMR (DMSO-d6, 300 MHz): δ 13.8 (s, 1H), 8.32-8.29 (d, 1H), 8.20 (s, 1H), 7.27-7.24 (d, 1H). the LCMS analysis showed a purity of 89.96%, m/z = 153.9 (M + 1).

References[1] Patent: WO2017/9798, 2017, A1. Location in patent: Page/Page column 66
6-chloro-1H-pyrazolo[3,4-b]pyridine Preparation Products And Raw materials
Raw materials6-Chloro-2-fluoropyridine-3-carboxaldehyde-->2 6-DICHLOROPYRIDINE-3-CARBOXALDEHYDE-->Tetrahydrofuran-->Hydrazine hydrate
Tag:6-chloro-1H-pyrazolo[3,4-b]pyridine(63725-51-9) Related Product Information
ethyl 6-chloro-1H-pyrazolo[3,4-b]pyridine-3-carboxylate 6-CHLORO-1H-INDOL-3-METHYLAMINE 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 6-chloro- 6-Chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid methyl ester 6-CHLORO-1H-PYRROLO[3,2-B]PYRIDINE 1H-1,2,3-TRIAZOLO[4,5-B]PYRIDINE, 6-CHLORO- 6-chloro-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde 6-chloro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one 1H-Indole-3-aceticacid,6-chloro-(9CI) 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine 1H-PYRAZOLO[3,4-B]PYRIDINE 6-chloro-1H-pyrazolo[3,4-b]pyridine 6-CHLORO-1-ISOPROPYL-1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBALDEHYDE 6-CHLORO-1,3-DIMETHYL-1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBALDEHYDE 6-Chloro-1-methyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine 6-CHLORO-1,4-DIMETHYL-3-(2-THIENYL)-1H-PYRAZOLO[3,4-B]PYRIDINE 6-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBALDEHYDE N5-(1-METHYL-1-OXO-1-PHENYL-LAMBDA6-SULPHANYLIDENE)-6-CHLORO-1,3-DIMETHYL-1H-PYRAZOLO[3,4-B]PYRIDINE-5-CARBOXAMIDE