Home Cart Sign in  
Chemical Structure| 104685-76-9 Chemical Structure| 104685-76-9

Structure of 104685-76-9

Chemical Structure| 104685-76-9

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 104685-76-9 ]

CAS No. :104685-76-9
Formula : C7H9N3O2
M.W : 167.17
SMILES Code : O=C(OC)C1=CN=C(N)C(N)=C1
MDL No. :MFCD11656314
InChI Key :KZFTZZIOEVUOOT-UHFFFAOYSA-N
Pubchem ID :9920476

Safety of [ 104685-76-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H315-H319-H332-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 104685-76-9 ]

* 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 [ 104685-76-9 ]

[ 104685-76-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 267875-45-6 ]
  • [ 104685-76-9 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate; In methanol hydrochloride; Step B Methyl-5,6-diaminonicotinate A solution of 5,6-diaminonicotinic acid (5.5 mmol) in saturated methanolic HCl was heated to reflux for 3 h. The yellow solution was cooled to RT and treated with solid sodium carbonate until basic (pH 9). The mixture was filtered through Celite and the filter cake was rinsed well with methanol. The filtrate was concentrated to an oily green solid. Silica gel chromatography (16:1:1 EtOAc-MeOH-NH4OH) afforded the title compound as a pale pink solid: Rf (8:1:1 EtOAc-MeOH-NH4OH)=0.54; 1H NMR (400 MHz, DMSO-d6): δ7.94 (d, J=2.0 Hz, 1H), 7.15 (d, J=2.0 Hz, 1H), 6.24 (s, 2H), 4.90 (s, 2H), 3.73 (s, 3H).
With sodium carbonate; In methanol hydrochloride; Step B Methyl-5,6-diaminonicotinate A solution of 5,6-diaminonicotinic acid (5.5 mmol) in saturated methanolic HCl was heated to reflux for 3 h. The yellow solution was cooled to RT and treated with solid sodium carbonate until basic (pH 9). The mixture was filtered through Celite and the filter cake was rinsed well with methanol. The filtrate was concentrated to an oily green solid. Silica gel chromatography (16:1:1 EtOAc-MeOH-NH4OH) afforded the title compound as a pale pink solid: Rf(8:1:1 EtOAc-MeOH-NH4OH)=0.54; 1H NMR (400 MHz, DMSO-d6): δ 7.94 (d, J=2.0 Hz, 1H), 7.15 (d, J=2.0 Hz, 1H), 6.24 (s, 2H), 4.90 (s, 2H), 3.73 (s, 3H).
  • 2
  • [ 59237-53-5 ]
  • [ 104685-76-9 ]
YieldReaction ConditionsOperation in experiment
With palladium 10% on activated carbon; ammonia; hydrogen; In ethanol; ethyl acetate; at 0℃; for 1h; Methyl 6-amino-5-nitropyridine-3-carboxylate from above (182 mg, 0.92 mmol) was dissolved in abs. EtOH (5 ml) and EtOAc (1 ml) and PdC (98 mg, 0.092 mmol,10percent ww) was added. The mixture was stirred at room temperature under an atmosphere of hydrogen for 1 h. The crude mixture was filtered through a pad of Celite with EtOAc. The solvents wereremoved in vacuo to obtain a crude product that was used in the next step without further purification. Yield: 180 mg (quant.); yellow solid. MS (ESI+) m/z 168 [M+H]+. 1H NMR (600 MHz, CD3OD) oe ppm 8.03 (d, J=1.83 Hz, 1 H) 7.38 (d, J=2.14 Hz, 1 H) 3.83 (s, 3 H). 4-Isopropylbenzaldehyde (67 mg, 0.45 mmol) in DMF (1.5 ml) was added dropwise to a solution of methyl 5,6-diaminopyridine-3-carboxylate from above (50 mg, 0.30 mmol) andmethanesulfonic acid (10 jil, 0.15 mmol) in DMF (1.5 ml) at 80 °C in an open flask. The mixture was stirred for 24 h. The solvent was removed in vacuo. Water and DCM were added and the phases were separated. The organic phase was collected and the solvents were removed in vacuo. The crude product was used in the next step without further purification. Yield: 51 mg (58percent); yellow solid. MS (ESI+) m/z 296 [M+H]+.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 104685-76-9 ]

Esters

Chemical Structure| 219762-81-9

A178149 [219762-81-9]

Ethyl 5,6-diaminonicotinate

Similarity: 0.97

Chemical Structure| 403668-98-4

A119270 [403668-98-4]

Isopropyl 5,6-diaminonicotinate

Similarity: 0.94

Chemical Structure| 211915-53-6

A639410 [211915-53-6]

Methyl 5-amino-6-(methylamino)pyridine-3-carboxylate

Similarity: 0.90

Chemical Structure| 36052-24-1

A283130 [36052-24-1]

Methyl 6-aminonicotinate

Similarity: 0.87

Chemical Structure| 36052-25-2

A102732 [36052-25-2]

Methyl 5-aminonicotinate

Similarity: 0.85

Amines

Chemical Structure| 219762-81-9

A178149 [219762-81-9]

Ethyl 5,6-diaminonicotinate

Similarity: 0.97

Chemical Structure| 403668-98-4

A119270 [403668-98-4]

Isopropyl 5,6-diaminonicotinate

Similarity: 0.94

Chemical Structure| 267875-45-6

A491689 [267875-45-6]

5,6-Diaminonicotinic acid

Similarity: 0.92

Chemical Structure| 211915-53-6

A639410 [211915-53-6]

Methyl 5-amino-6-(methylamino)pyridine-3-carboxylate

Similarity: 0.90

Chemical Structure| 36052-24-1

A283130 [36052-24-1]

Methyl 6-aminonicotinate

Similarity: 0.87

Related Parent Nucleus of
[ 104685-76-9 ]

Pyridines

Chemical Structure| 219762-81-9

A178149 [219762-81-9]

Ethyl 5,6-diaminonicotinate

Similarity: 0.97

Chemical Structure| 403668-98-4

A119270 [403668-98-4]

Isopropyl 5,6-diaminonicotinate

Similarity: 0.94

Chemical Structure| 267875-45-6

A491689 [267875-45-6]

5,6-Diaminonicotinic acid

Similarity: 0.92

Chemical Structure| 211915-53-6

A639410 [211915-53-6]

Methyl 5-amino-6-(methylamino)pyridine-3-carboxylate

Similarity: 0.90

Chemical Structure| 36052-24-1

A283130 [36052-24-1]

Methyl 6-aminonicotinate

Similarity: 0.87