5555-00-0|2-Methylfuran-3-carbonyl chloride| Ambeed

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Structure of 5555-00-0

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Quality Control of [ 5555-00-0 ] Purity: 95+% SDS Specification

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Product Details of [ 5555-00-0 ]

CAS No. :	5555-00-0
Formula :	C₆H₅ClO₂
M.W :	144.56
SMILES Code :	O=C(Cl)C1=C(C)OC=C1
MDL No. :	MFCD03421418

Safety of [ 5555-00-0 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H227-H314
Precautionary Statements:	P280-P305+P351+P338-P310
Class:	8
UN#:	3265
Packing Group:	Ⅱ

Application In Synthesis of [ 5555-00-0 ]

* 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 [ 5555-00-0 ]

[ 5555-00-0 ] Synthesis Path-Downstream 1~35

1
[ 6947-94-0 ]
[ 5555-00-0 ]

Yield	Reaction Conditions	Operation in experiment
	With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 0.5h;	A suspension of 2-methylfuran-3-carboxylic acid [e.g. available from Lancaster Synthesis Ltd] (31.5 mg) in dichloromethane (0.5 ml) was treated with oxalyl chloride (0.022 ml) and DMF (one drop) at room temperature under nitrogen for 0.5 h. The solution was then added dropwise to a stirred solution of Intermediate 16 (69 mg) and DIPEA (0.044 ml) in acetonitrile (1.25 ml) and the mixture stirred for 90 h at room temperature. It was then diluted with dichloromethane (7 ml), washed with dilute aqueous sodium chloride (2×7 ml) and the organic extract applied to an SPE cartridge (Flash NH2). Elution with methanol gave Example 195 as a beige solid (85 mg). LCMS showed MH+=412, TRET=2.31 min.
	With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 0.5h;	Example 195 N-[1 ,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1 H- pyrazolo[3,4-b]pyridin-5-yl]methyl}-2-methyl-3-furancarboxamideA suspension of 2-methyfuran-3-carboxylic acid [e.g. available from Lancaster Synthesis Ltd] (31.5mg) in dichloromethane (0.5ml) was treated with oxalyl chloride (0.022ml) and DMF (one drop) at room temperature under nitrogen for 0.5h. The solution was then added dropwise to a stirred solution of Intermediate 16 (69mg) and DIPEA (0.044ml) in acetonitrile (1.25ml) and the mixture stirred for 9Oh at room temperature. It was then diluted with dichloromethane (7ml), washed with dilute aqueous sodium chloride (2 x 7ml) and the organic extract applied to an SPE cartridge (Flash NH2). Elution with EPO <DP n="189"/>methanol gave Example 195 as a beige solid (85mg). LCMS showed MH+ = 412, TRET : 2.31min.
	With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 70℃; for 3h;	After dissolving 2-methylfuran-3-carboxylic acid (20 mmol) indichloromethane (20 mL) at room temperature, N,N-dimethylformamide(5-6 drops) and thionyl chloride (15 mL) were added in this order and theresulting mixture was stirred at 70 C for 3 hours. The remaining solventsdichloromethane and thionyl chloride were removed by distillation under reducedpressure to yield the corresponding 3-furoyl chloride.

References: [1]Helvetica Chimica Acta,1987,vol. 70,p. 1429 - 1438.
[2]Journal of Organic Chemistry,1994,vol. 59,p. 2594 - 2598.
[3]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1922,p. 4,5.
Chemisches Zentralblatt,1922,vol. 93,p. 913.
[4]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 1827 - 1837.
[5]Patent: US2009/131431,2009,A1 .Location in patent: Page/Page column 120.
[6]Patent: WO2007/36733,2007,A1 .Location in patent: Page/Page column 187-188.
[7]Journal of Medicinal Chemistry,2015,vol. 58,p. 3582 - 3592.
[8]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 90 - 93.

2
[ 5555-00-0 ]
[ 62-53-3 ]
[ 24691-80-3 ]

References: [1]Anales de la Real Sociedad Espanola de Fisica y Quimica,1934,vol. <B> 32,p. 815,829.
[2]Journal of Heterocyclic Chemistry,1981,vol. 18,p. 755 - 758.

3
[ 5555-00-0 ]
[ 22727-22-6 ]

References: [1]Anales de la Real Sociedad Espanola de Fisica y Quimica,1934,vol. <B> 32,p. 815,829.

4
[ 5555-00-0 ]
[ 1071-46-1 ]
[ 113541-44-9 ]

References: [1]Helvetica Chimica Acta,1987,vol. 70,p. 1429 - 1438.

5
[ 5555-00-0 ]
[ 677-22-5 ]
[ 153626-02-9 ]

References: [1]Journal of Organic Chemistry,1994,vol. 59,p. 2594 - 2598.

6
[ 5555-00-0 ]
[ 5612-67-9 ]

References: [1]Journal of Heterocyclic Chemistry,1981,vol. 18,p. 755 - 758.
[2]Journal of Heterocyclic Chemistry,1981,vol. 18,p. 755 - 758.

7
[ 5555-00-0 ]
[ 1197-55-3 ]
N-(2-methyl-3-furoyl)-p-aminophenylacetic acid [ No CAS ]

References: [1]Russian Journal of General Chemistry,2001,vol. 71,p. 1479 - 1483.

8
[ 5555-00-0 ]
[ 1664-56-8 ]
N-(2-methyl-3-furoyl)-m-aminocinnamic acid [ No CAS ]

References: [1]Russian Journal of General Chemistry,2001,vol. 71,p. 1479 - 1483.

9
[ 5555-00-0 ]
[ 5619-07-8 ]
2-[(2-methyl-furan-3-carbonyl)-amino]-3-phenyl-propionic acid methyl ester [ No CAS ]

References: [1]Russian Journal of General Chemistry,2001,vol. 71,p. 1479 - 1483.

10
[ 5555-00-0 ]
[ 23150-65-4 ]
2-[(2-methyl-furan-3-carbonyl)-amino]-pentanedioic acid dimethyl ester [ No CAS ]