5117-87-3|2-Amino-4-methylfuran-3-carbonitrile| Ambeed

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

Quality Control of [ 5117-87-3 ] Purity: 95+% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 5117-87-3 ]

CAS No. :	5117-87-3
Formula :	C₆H₆N₂O
M.W :	122.13
SMILES Code :	N#CC1=C(N)OC=C1C
MDL No. :	MFCD09038074

Safety of [ 5117-87-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P280-P305+P351+P338-P310

Application In Synthesis of [ 5117-87-3 ]

* 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 [ 5117-87-3 ]

[ 5117-87-3 ] Synthesis Path-Downstream 1~35

1
[ 5117-87-3 ]
[ 35895-53-5 ]

References: [1]Chemical and pharmaceutical bulletin,1985,vol. 33,p. 937 - 943.

2
[ 5117-87-3 ]
[ 78-94-4 ]
6-Acetyl-1-amino-3-methyl-4-(3-oxo-butyl)-7-oxa-bicyclo[2.2.1]hept-2-ene-2-carbonitrile [ No CAS ]

References: [1]Journal of Organic Chemistry,1982,vol. 47,p. 2483 - 2484.

3
[ 5117-87-3 ]
[ 93-97-0 ]
[ 98061-61-1 ]

References: [1]Chemical and pharmaceutical bulletin,1985,vol. 33,p. 937 - 943.

4
[ 5117-87-3 ]
[ 107-13-1 ]
[ 81446-92-6 ]

References: [1]Journal of Organic Chemistry,1982,vol. 47,p. 2483 - 2484.

5
[ 116-09-6 ]
[ 109-77-3 ]
[ 5117-87-3 ]

Yield	Reaction Conditions	Operation in experiment
30%	With triethylamine; In methanol; at 0 - 20℃;	To a mixture of malonontrile (0.96 g, 14.6 mmol), acetol (1.08 g, 14.6 mmol) in methanol (10 mL) at 0 C. was added, dropwise, triethylamine (2.0 mL). The reaction mixture was stirred at room temperature overnight. After removal of solvent under reduced pressure the crude solid was washed with cold isopropanol to give product as white powder (0.54 g, 30%). HPLC/MS: (M+H)+ 123.3 m/z. Retention time (LC-MS)=1.81 min. 1H NMR (CD3OD): 6.58(s, 1H,); 1.95 (s, 3H).
	With triethylamine; In methanol; at 20℃;	To a solution of hydroxyacetone (1.0 g, 13.5 mmol) in 45 mL MeOH was added a solution of malonitrile (0.9 g, 13.5 mmol) in TEA (1.36 g, 13.5 mmol) and 10 mL MeOH. After stirring overnight at room temperature, the solvents were removed by rotary evaporation to give Q-1 as a brown semi-solid. Data for Q-1: 1H NMR (500 MHz, CDCl3) delta 2.01 (s, 3H), 4.71 (br s, 2H), 6.57 (s, 1H).
	With triethylamine; In methanol; at 20℃; for 12h;	Compound 3 was obtained as per reported method by stirring 1 with 2 at room temperature in the presence of triethylamine and was used without purification for further steps

	With methanol; triethylamine; at 20℃;	Intermediate compound 12 (Scheme 1B) was prepared by a 2-step procedure reported by Taylor et al.?2 Acetol 10 was condensed with malononitrile in the presence of triethylamine in methanol to afford 2-amino-3-cyano-4-methylfuran (compound 11) which was condensed with guanidine hydrochloride in presence of sodium methoxide to give intermediate (compound 12) in 44% yield. The synthesis of target compounds 2-9, outlined in Scheme 1B, involved oxidative thiolation of the common intermediate 2,4-diamino-5 -methyl-pyrrolo [2,3-d]pyrimidine (compound 12) with appropriately substituted thiols. Compounds 2-5 were synthesized from compound 12 with slight modification of the oxidative thiolation previously reported by Gangjee et al.?3 This procedure involved reacting compound l2with appropriately substituted thiols and iodine in a 2:1 mixture of ethanol and water at reflux to give compounds 2-5. Compounds 6-9 were synthesized by methylation of the pyrrole nitrogen using sodium hydride and iodomethane.
	With triethylamine; at 20℃; for 12h;	To a solution ofacetol (10 g, 135 mmol) in methanol (200 mL) at room temperaturewas added malononitrile (8.9 g, 135 mmol) and triethylamine(13.7 g, 135 mmol). The resulting mixture was stirred at room temperatureovernight. The reaction mixture was then stripped of solventin vacuo. The residue was washed with hexane-ethyl acetate(5:1) (250 mL 5). The resulting hexane-ethyl acetate solution ofthe product was collected. After the evaporation of solvent underreduced pressure, 13 g (79%) of the crude product was obtainedas an orange powder and was used directly in the next reactionwithout analysis.

References: [1]Chemical and pharmaceutical bulletin,1985,vol. 33,p. 937 - 943.
[2]Patent: US2004/14755,2004,A1 .Location in patent: Page/Page column 18-19.
[3]Patent: US2008/132490,2008,A1 .Location in patent: Page/Page column 23.
[4]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 1684 - 1701.
[5]Patent: US2010/10016,2010,A1 .Location in patent: Page/Page column 14-15.
[6]Patent: WO2016/22890,2016,A1 .Location in patent: Page/Page column 44.
[7]Journal of Medicinal Chemistry,2016,vol. 59,p. 5752 - 5765.
[8]Bioorganic and Medicinal Chemistry,2018,vol. 26,p. 2640 - 2650.

6
[ 5117-87-3 ]
[ 292638-85-8 ]
[ 81446-91-5 ]

References: [1]Journal of Organic Chemistry,1982,vol. 47,p. 2483 - 2484.

7
[ 5117-87-3 ]
[ 768-03-6 ]
1-Amino-6-benzoyl-3-methyl-4-(3-oxo-3-phenyl-propyl)-7-oxa-bicyclo[2.2.1]hept-2-ene-2-carbonitrile [ No CAS ]

References: [1]Journal of Organic Chemistry,1982,vol. 47,p. 2483 - 2484.

8
[ 5117-87-3 ]
[ 124-42-5 ]
4-Amino-2,5-dimethylpyrrolo<2,3-d>pyrimidine [ No CAS ]

References: [1]Journal of Organic Chemistry,1995,vol. 60,p. 6684 - 6687.

9
[ 5117-87-3 ]
[ 50-01-1 ]
[ 170170-13-5 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium methylate; In ethanol;Reflux;	Intermediate compound 12 (Scheme 1B) was prepared by a 2-step procedure reported by Taylor et al.?2 Acetol 10 was condensed with malononitrile in the presence of triethylamine in methanol to afford <strong>[5117-87-3]2-amino-3-cyano-4-methylfuran</strong> (compound 11) which was condensed with guanidine hydrochloride in presence of sodium methoxide to give intermediate (compound 12) in 44% yield. The synthesis of target compounds 2-9, outlined in Scheme 1B, involved oxidative thiolation of the common intermediate 2,4-diamino-5 -methyl-pyrrolo [2,3-d]pyrimidine (compound 12) with appropriately substituted thiols. Compounds 2-5 were synthesized from compound 12 with slight modification of the oxidative thiolation previously reported by Gangjee et al.?3 This procedure involved reacting compound l2with appropriately substituted thiols and iodine in a 2:1 mixture of ethanol and water at reflux to give compounds 2-5. Compounds 6-9 were synthesized by methylation of the pyrrole nitrogen using sodium hydride and iodomethane.

References: [1]Journal of Organic Chemistry,1995,vol. 60,p. 6684 - 6687.
[2]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 1684 - 1701.
[3]Patent: WO2016/22890,2016,A1 .Location in patent: Page/Page column 44.

10
[ 5117-87-3 ]
[ 1670-14-0 ]
4-Amino-5-methyl-2-phenylpyrrolo<2,3-d>pyrimidine [ No CAS ]