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Chemistry
Heterocyclic Building Blocks
Pyridines
1-(3-Aminofuro[3,2-b]pyridin-2-yl)ethanone
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyridines
Furans Amines Ketones Other Aromatic Heterocycles

[ CAS No. 869789-21-9 ]

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Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 869789-21-9
Chemical Structure| 869789-21-9
Chemical Structure| 869789-21-9
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Quality Control of [ 869789-21-9 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
Alternatived Products of [ 869789-21-9 ]

Product Details of [ 869789-21-9 ]

CAS No. :869789-21-9 MDL No. :MFCD15144134
Formula : C9H8N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :QXIYQLIXYSZFDP-UHFFFAOYSA-N
M.W :176.17 Pubchem ID :57942072
Synonyms :

Safety of [ 869789-21-9 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 869789-21-9 ]

* 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 [ 869789-21-9 ]

[ 869789-21-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 932-35-4 ]
  • [ 78-95-5 ]
  • [ 869789-21-9 ]
YieldReaction ConditionsOperation in experiment
80% With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 80℃; A mixture of <strong>[932-35-4]3-hydroxypyridine-2-carbonitrile</strong> d (10 mmol, 1.2 g), chloroacetone (1 equiv. , 10 mmol, 0.93 g) and potassium carbonate (1 equiv., 10 mmol, 1.38 g) in DMF (30 ml) was heated at 80C overnight. The reaction mixture was poured into ice-water (200 ml) and the precipitate was filtered off and dried to afford intermediate e (1.4 g, yield = 80%, purity (LC) > 95%). To a stirred mixture of intermediate e (7.9 mmol, 1.39 g) and cyanoacetic acid (1 equiv. , 7.9 mmol, 0.675 g) in DMF (20 ml) was added EDCI (1 equiv. , 7.9 mmol, 1.51 g) and the reaction mixture was stirred overnight at room temperature. The mixture was poured into ice-water (150 ml) causing a precipitation. The solid was filtered off and dried by co-evaporation with tetrahydrofuran and then with toluene. The residue was mixed with isopropanol (15 ml) and ethyl-diisopropylamine (1 equiv., 7.9 mmol, 1.02 g) and heated to 80C during 4h. After cooling to room temperature, a solid was filtered off affording intermediate f (1.35 g, yield = 76%, purity (LC) > 95%). A mixture of intermediate f (1.0 mmol, 0.225 g), copper (II) acetate(2 equiv. , 2.0 mmol, 0.363 g), 4-nitrophenylboronic acid (2.0 equiv. , 2.0 mmol, 0.334 g), triethyl- amine (2.0 equiv. , 2.0 mmol, 0.202 g) and pyridine (2.0 equiv. , 2.0 mmol, 0.158 g) in dichloromethane (5 ml) was stirred overnight at room temperature in a reaction vial provided with a calcium chloride tube. The reaction mixture was dilluted with dichloromethane (50 ml), washed with water, dried (MgS04), filtered and evaporated under reduced pressure. The crude compound was purified by chromatography (silica gel, eluent: 2% methanol in dichloromethane) to afford compound 3 (30 mg, yield = 8 %, purity (LC) = 82 %).
Reference： [1]Patent: WO2005/111044,2005,A1 .Location in patent: Page/Page column 70

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