1196156-42-9|Methyl 1H-pyrazolo[3,4-b]pyridine-5-carboxylate| Ambeed

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Quality Control of [ 1196156-42-9 ] Purity: 98% SDS Specification

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Product Details of [ 1196156-42-9 ]

CAS No. :	1196156-42-9
Formula :	C₈H₇N₃O₂
M.W :	177.16
SMILES Code :	O=C(C1=CN=C(NN=C2)C2=C1)OC
MDL No. :	MFCD11977789
InChI Key :	WAYSJYROSIMXRC-UHFFFAOYSA-N
Pubchem ID :	57415679

Safety of [ 1196156-42-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 1196156-42-9 ]

* 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 [ 1196156-42-9 ]

[ 1196156-42-9 ] Synthesis Path-Downstream 1~35

1
[ 1196156-42-9 ]
[ 1581701-34-9 ]

References: [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 2692 - 2703.

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[ 1196156-42-9 ]
[ 952182-02-4 ]

Yield	Reaction Conditions	Operation in experiment
69%	With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20.0℃;	methyl 1H-pyrazole [3,4-b] pyrimidine-5-carboxylic acid ester (0.18g, 1.0mmol) and Lithium hydroxide (0.13 g, 3.0 mmol) was dissolved in methanol-THF-water (1: 1: 1) (3.0 mL) and stirred at room temperature overnight. After the reaction is complete, spin dry and use 1N HCl acidIt was filtered, dried, and the filter cake was dried. The obtained yellow solid was the target product (0.11 g, yield: 69%).

References: [1]Patent: CN103539784,2016,B .Location in patent: Paragraph 0456-0462.
[2]Journal of Medicinal Chemistry,2014,vol. 57,p. 2692 - 2703.

Yield	Reaction Conditions	Operation in experiment
59%	In dichloromethane; at 20.0℃; for 0.5h;	General procedure: The compound (580mg, 2.72mmol) obtained from Preparation Example 117-5 was dissolved in ethanol (50ml), and 6N sodium hydroxide (2.27ml, 13.60mmol) was added thereto. The mixture was stirred for 18 hours at 90 and then distilled under reduced pressure. 1N hydrochloric acid solution was added thereto, and the residue was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and filtered. Filtrate was distilled under reduced pressure, and 1-isobutyl-3-methyl-1H-indazole-5-carboxylic acid was obtained.[1392] The obtained 1-isobutyl-3-methyl-1H-indazole-5-carboxylic acid was dissolved in methylenechloride (20ml), and 0.25M solution of diazomethane in diethyl ether (13.05ml, 3.25mmol) was slowly added dropwise thereto. The mixture was stirred for 30 minutes at room temperature and distilled under reduced pressure to obtain the title compound (670mg, 100%). [1393] NMR:1H-NMR(400HMz, CDCl3); δ 8.43 (m, 1H), 8.01 (m, 1H), 7.31 (m, 1H), 4.09 (d, 2H), 3.95 (s, 3H), 2.30 (m, 1H), 0.92 (d, 6H)

4
[ 1196156-42-9 ]
[ 104-81-4 ]
C₁₆H₁₅N₃O₂ [ No CAS ]
methyl 1-(4-methylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]