tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate

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CAS:871726-73-7
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Products Intro: Product Name:tert-Butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate
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tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate manufacturers

tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate Basic information
Product Name:tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate
Synonyms:tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate;1,4,5,7-Tetrahydro-6H-pyrazolo[3,4-c]pyridine-6-carboxylic acid tert-butyl ester;tert-Butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxyl;tert-butyl 1H,4H,5H,6H,7H-pyrazolo[3,4-c]pyridine-6-carboxylate;6-Boc-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine;2,4,5,7-Tetrahydro-pyrazolo[3,4-c]pyridine-6-carboxylic acid tert-butyl este;tert-Butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate-6(7H)-carboxylate;6H-Pyrazolo[3,4-c]pyridine-6-carboxylic acid, 1,4,5,7-tetrahydro-,1,1-dimethylethyl ester
CAS:871726-73-7
MF:C11H17N3O2
MW:223.27
EINECS:
Product Categories:
Mol File:871726-73-7.mol
tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate Structure
tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate Chemical Properties
Boiling point 388.0±42.0 °C(Predicted)
density 1.200
storage temp. 2-8°C
pka14.93±0.20(Predicted)
AppearanceWhite to light yellow Solid
InChIInChI=1S/C11H17N3O2/c1-11(2,3)16-10(15)14-5-4-8-6-12-13-9(8)7-14/h6H,4-5,7H2,1-3H3,(H,12,13)
InChIKeyXSHYMCSSTAWZOW-UHFFFAOYSA-N
SMILESC1N(C(OC(C)(C)C)=O)CCC2C=NNC1=2
Safety Information
HS Code 2933399990
MSDS Information
tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate Usage And Synthesis
Synthesis
4-[(Dimethylamino)methylene]-3-oxo-1-piperidinecarboxylic acid tert-butyl ester

871726-72-6

tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate

871726-73-7

General procedure for the synthesis of tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate from tert-butyl 4-((dimethylamino)methylene)-3-oxopiperidine-1-carboxylate: to a stirred tert-butyl 4-((dimethylamino)methylene)-3-oxopiperidine-1-carboxylate (1.0 g, 4 mmol) ethanol (EtOH. 10 mL) solution was added to hydrazine hydrate (376 mg, 10 mmol). The reaction mixture was stirred at 80 °C for 16 h until liquid chromatography-mass spectrometry (LCMS) analysis showed that the reaction was complete. After completion of the reaction, the mixture was concentrated and the residue was diluted with water (30 mL) and extracted with ethyl acetate (EA, 3 x 30 mL). The organic phases were combined, washed with brine (20 mL), dried over anhydrous sodium sulfate (Na2SO4) and concentrated. The resulting residue was used directly in the next step of the reaction (810 mg, 90% yield).LCMS data: 224.1 (M + 1), 114.1 (M + 1-100), 168.1 (M + 1-56).

References[1] Patent: WO2014/100695, 2014, A1. Location in patent: Paragraph 00413
Tag:tert-butyl 4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate(871726-73-7) Related Product Information
4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine hydrochloride 4,5,6,7-TETRAHYDRO-1H-PYRAZOLO[3,4-C]PYRIDINE DIHYDROCHLORIDE 6H-Pyrazolo[3,4-c]pyridine-6-carboxylic acid, 2,4,5,7-tetrahydro-, 1,1-dimethylethyl ester 4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine 4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine(SALTDATA: 2HCl) 4-c]pyridine dihydrochloride