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Chemical Structure| 1196156-42-9 Chemical Structure| 1196156-42-9

Structure of 1196156-42-9

Chemical Structure| 1196156-42-9

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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   1~41

  • 1
  • [ 1196156-42-9 ]
  • [ 1581701-34-9 ]
  • 2
  • [ 1196156-42-9 ]
  • [ 952182-02-4 ]
YieldReaction ConditionsOperation 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%).
YieldReaction ConditionsOperation 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 ]
  • 5
  • [ 1196156-42-9 ]
  • [ 103-63-9 ]
  • C16H15N3O2 [ No CAS ]
  • methyl 1-(2-phenethyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 6
  • [ 1196156-42-9 ]
  • [ 28188-41-2 ]
  • C16H12N4O2 [ No CAS ]
  • methyl 1-(3-cyanobenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 7
  • [ 1196156-42-9 ]
  • [ 17201-43-3 ]
  • C16H12N4O2 [ No CAS ]
  • methyl 1-(4-cyanobenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 8
  • [ 1196156-42-9 ]
  • [ 874-98-6 ]
  • C16H15N3O3 [ No CAS ]
  • methyl 1-(3-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 9
  • [ 1196156-42-9 ]
  • [ 2746-25-0 ]
  • C16H15N3O3 [ No CAS ]
  • methyl 1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 10
  • [ 1196156-42-9 ]
  • [ 73789-86-3 ]
  • C18H19N3O2 [ No CAS ]
  • methyl 1-(4-isopropylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 11
  • [ 1196156-42-9 ]
  • [ 94416-66-7 ]
  • C17H17N3O2 [ No CAS ]
  • methyl 1-(3,4-dimethylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 12
  • [ 620-13-3 ]
  • [ 1196156-42-9 ]
  • C16H15N3O2 [ No CAS ]
  • methyl 1-(3-methylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 13
  • [ 1196156-42-9 ]
  • N-(2-(thien-2-yl)oxazol-4-yl)methyl 1-(3,4-dimethylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide [ No CAS ]
  • 14
  • [ 1196156-42-9 ]
  • 1-(4-methylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid [ No CAS ]
  • 15
  • [ 1196156-42-9 ]
  • 1-(2-phenethyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid [ No CAS ]
  • 16
  • [ 1196156-42-9 ]
  • 1-(3-cyanobenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid [ No CAS ]
  • 17
  • [ 1196156-42-9 ]
  • 1-(4-cyanobenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid [ No CAS ]
  • 18
  • [ 1196156-42-9 ]
  • 1-(3-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid [ No CAS ]
  • 20
  • [ 1196156-42-9 ]
  • 1-(3-methylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid [ No CAS ]
  • 21
  • [ 1196156-42-9 ]
  • 1-(4-isopropylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid [ No CAS ]
  • 22
  • [ 1196156-42-9 ]
  • 1-(3,4-dimethylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid [ No CAS ]
  • 23
  • [ 1196156-42-9 ]
  • N-(2-(thien-2-yl)oxazol-4-yl)methyl 1-(4-methylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide [ No CAS ]
  • 25
  • [ 1196156-42-9 ]
  • N-(2-(thien-2-yl)oxazol-4-yl)methyl 1-(3-cyanobenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide [ No CAS ]
  • 26
  • [ 1196156-42-9 ]
  • N-(2-(thien-2-yl)oxazol-4-yl)methyl 1-(4-cyanobenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide [ No CAS ]
  • 27
  • [ 1196156-42-9 ]
  • N-(2-(thien-2-yl)oxazol-4-yl)methyl 1-(3-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide [ No CAS ]
  • 28
  • [ 1196156-42-9 ]
  • N-(2-(thien-2-yl)oxazol-4-yl)methyl 1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide [ No CAS ]
  • 29
  • [ 1196156-42-9 ]
  • N-(2-(thien-2-yl)oxazol-4-yl)methyl 1-(3-methylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide [ No CAS ]
  • 30
  • [ 1196156-42-9 ]
  • N-(2-(thien-2-yl)oxazol-4-yl)methyl 1-(4-isopropylbenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide [ No CAS ]
  • 32
  • [ 875781-17-2 ]
  • [ 1196156-42-9 ]
  • 33
  • [ 109-09-1 ]
  • [ 1196156-42-9 ]
  • methyl 1-(pyridin-2-yl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate [ No CAS ]
  • 34
  • [ 109-09-1 ]
  • [ 1196156-42-9 ]
  • C12H8N4O2 [ No CAS ]
  • 35
  • [ 875781-15-0 ]
  • [ 1196156-42-9 ]
  • 36
  • 1H-pyrazolo[3,4-b]pyridine-5-carbonitrile [ No CAS ]
  • [ 1196156-42-9 ]
  • 37
  • [ 1196156-42-9 ]
  • C7H7N5O [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With hydrazine hydrate; In ethanol; for 1.0h;Reflux; Dissolve methyl 1H-pyrazole [3,4-b] pyrimidine-5-carboxylic acid ester (0.53g, 3.0mmol) in ethanol (2.0mL), and addAdd hydrazine hydrate (2.0 mL) and reflux for 1H. After the reaction was completed, cooled to room temperature, filtered, diluted with EtOAc, washed twice with water,It was washed once with saturated brine, dried over anhydrous Na2SO4, and separated by silica gel column chromatography. The obtained white solid was the target product (0.35 g,Yield: 66%).
  • 38
  • [ 1196156-42-9 ]
  • C29H29F3N8O3 [ No CAS ]
  • 39
  • [ 1196156-42-9 ]
  • C29H27F3N8O2 [ No CAS ]
  • 40
  • [ 1196156-42-9 ]
  • C29H29F3N8O3 [ No CAS ]
  • 41
  • [ 1196156-42-9 ]
  • C29H27F3N8O2 [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 1196156-42-9 ]

Esters

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A425821 [1256824-48-2]

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A787843 [1150618-05-5]

Methyl 3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

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A400751 [1956321-24-6]

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A226602 [1335053-55-8]

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Related Parent Nucleus of
[ 1196156-42-9 ]

Other Aromatic Heterocycles

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A438603 [1638769-07-9]

Methyl 1H-pyrazolo[3,4-b]pyridine-4-carboxylate

Similarity: 0.90

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A787843 [1150618-05-5]

Methyl 3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

Similarity: 0.90

Chemical Structure| 1956321-24-6

A400751 [1956321-24-6]

Ethyl 1H-pyrazolo[3,4-b]pyridine-4-carboxylate

Similarity: 0.88