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Chemical Structure| 71820-57-0 Chemical Structure| 71820-57-0

Structure of 71820-57-0

Chemical Structure| 71820-57-0

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Product Details of [ 71820-57-0 ]

CAS No. :71820-57-0
Formula : C9H18N2
M.W : 154.25
SMILES Code : NCC1N(CC2CC2)CCC1
MDL No. :MFCD10003502

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Application In Synthesis of [ 71820-57-0 ]

* 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 [ 71820-57-0 ]

[ 71820-57-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 71675-87-1 ]
  • [ 541-41-3 ]
  • [ 71820-57-0 ]
  • [ 72135-20-7 ]
YieldReaction ConditionsOperation in experiment
66.5% With triethylamine; In tetrahydrofuran; water; N-(1-cyclopropyl-methyl-2-pyrrolidinyl-methyl)-2-methoxy-4-amino-5-ethylsulphonyl-benzamide 31.3 g (0.31 mole) of triethylamine, 400 ml of tetrahydrofuran and 80.3 g (0.31 mole) of <strong>[71675-87-1]2-methoxy-4-amino-5-ethylsulphonyl benzoic acid</strong> are placed in a 1 liter flask fitted with an agitator, a thermometer, a condenser and a dropping funnel. A rubbery precipitate is formed which gradually crumbles. After 30 minutes at room temperature it is cooled to 0° C. and 33.6 g (0.31 mole) of ethyl chloroformate is added drop by drop. This is kept under agitation for 1 hour between 0° and 5° C. and 62 g (0.40 mole) of 1-(cyclopropylmethyl)-2-amino-methyl-pyrrolidine is added drop by drop while the temperature is kept at the same level. A thick precipitate is formed. The reaction medium is agitated for a further 2 hours at room temperature then left to stand overnight. The crystals obtained are filtered, washed twice with 100 ml of tetrahydrofuran and dried in an oven at 50° C. 137 g of product is obtained and is dissolved with boiling water. After filtering and drying, 91 g (74.3percent) of crystals is obtained; these are re-crystallized in 600 ml of 90percent alcohol. They are filtered, washed twice with 50 ml of alcohol and dried in an oven at 40° C. 81.5 g (yield 66.5percent) of N-(1-cyclopropylmethyl-2-pyrrolidinyl-methyl)-2-methoxy-4-amino-5-ethylsulphonyl benzamide is obtained, melting at 181° C.
  • 2
  • [ 33045-53-3 ]
  • [ 71820-57-0 ]
  • [ 68475-40-1 ]
YieldReaction ConditionsOperation in experiment
In chloroform; water; (b) (S) (-) isomer 8.8 g (0.057 mole) of 1-cyclopropylmethyl-2-aminomethyl-pyrrolidine (S) (-), 14.07 g (0.054 mole) of <strong>[33045-53-3]2-methoxy-5-sulphamoyl-benzoic acid ethyl ester</strong> and 18 ml of water are introduced into an Erlenmeyer flask and heated at 100° C. for 10 hours. A solid appears when the medium is cooled. Water and ether are added and the medium is stirred. The solid is filtered off, dissolved in chloroform, dried over magnesium sulfate. The solvent is evaporated to give a solid which is recrystalised from ethyl acetate. M.P.=134°-134.5° [alpha]D20 =-77° (c=1, D.M.F.)
 

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