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tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate

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Products Intro: Product Name:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate
CAS:873551-20-3
Purity:NLT 98% Remarks:MC576486
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Products Intro: Product Name:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate
CAS:873551-20-3
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Products Intro: Product Name:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate
CAS:873551-20-3
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Products Intro: Product Name:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate
CAS:873551-20-3
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Products Intro: Product Name:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate
CAS:873551-20-3
Purity:95% Package:1g;5g;10g
tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate Basic information
Product Name:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate
Synonyms:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate;1(2H)-Pyridinecarboxylic acid, 4-cyano-3,6-dihydro-, 1,1-dimethylethyl ester;tert-butyl 4-cyano-3,6-dihydro-2H-pyridine-1-carboxylate;tert-butyl 4-cyano-3,6-dihydropyridine-1(2H)-carboxylate
CAS:873551-20-3
MF:C11H16N2O2
MW:208.26
EINECS:
Product Categories:
Mol File:873551-20-3.mol
tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate Structure
tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate Chemical Properties
Boiling point 319.5±42.0 °C(Predicted)
density 1.10±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka-3.22±0.40(Predicted)
Safety Information
MSDS Information
tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate Usage And Synthesis
Synthesis
ZINC CYANIDE

557-21-1

1-(tertbutoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yltrifluoromethanesulfonate

138647-49-1

tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate

873551-20-3

To a solution of tert-butyl 4-(((trifluoromethyl)sulfonyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate (6.0 g, 18 mmol) in dimethyl sulfoxide (60 mL) was added tetrakis(triphenylphosphine)palladium(0) (0.84 g, 0.73 mmol) and zinc cyanide (3.81 g, 32 mmol). The reaction mixture was heated to 100 °C and stirred for 2 hours. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layers were combined, washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by fast column chromatography (eluent: 5% ethyl acetate/hexane) to afford tert-butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate (3.5 g). Mass spectrum (MS): m/z = 209 (M + 1).

References[1] Patent: WO2013/127808, 2013, A1. Location in patent: Page/Page column 31
[2] Patent: US2015/31541, 2015, A1. Location in patent: Paragraph 0146
tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate Preparation Products And Raw materials
Raw materialsZINC CYANIDE-->1-(tertbutoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yltrifluoromethanesulfonate-->Tetrakis(triphenylphosphine)palladium-->Dimethyl sulfoxide
Tag:tert-Butyl 4-cyano-5,6-dihydropyridine-1(2H)-carboxylate(873551-20-3) Related Product Information
1,2,3,6-tetrahydropyridine-4-carbonitrile hydrochloride 1-Boc-1,2,3,6-tetrahydropyridine-4-carboxylic Acid 4-Pyridinecarbonitrile, 1,2,3,6-tetrahydro- 4-Pyridinecarbonitrile,1,2,3,6-tetrahydro-1-methyl-(9CI) 1(2H)-Pyridinecarboxylic acid, 4-formyl-3,6-dihydro-, 1,1-dimethylethyl ester 1(2H)-Pyridinecarboxylic acid, 4-(aminocarbonyl)-3,6-dihydro-, 1,1-dimethylethyl ester