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Chemical Structure| 174213-76-4 Chemical Structure| 174213-76-4

Structure of 174213-76-4

Chemical Structure| 174213-76-4

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Product Details of [ 174213-76-4 ]

CAS No. :174213-76-4
Formula : C11H15NO
M.W : 177.24
SMILES Code : [C@H]1(COC2=CC=CC=C2)NCCC1
MDL No. :MFCD10022827

Safety of [ 174213-76-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H317
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 174213-76-4 ]

* 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 [ 174213-76-4 ]

[ 174213-76-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 132898-96-5 ]
  • [ 174213-76-4 ]
  • [ 220509-98-8 ]
YieldReaction ConditionsOperation in experiment
88% With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; chloroform; at 0 - 20℃; for 64.83h; Step 1: 5-[(2S)-2-(Phenoxymethyl)pyrrolidin-1-yl]sulfonyl}-1H-indole-2,3-dione To a cold solution of 2,3-dioxo-2,3-dihydro-1-H-indole-5-sulfonylchloride (3.80 g, 15.5 mmol) in a 1:1 mixture of THF:CHCl3 (194 mL) was added drop-wise via syringe pump a solution of (2S)-2-(phenoxymethyl)pyrrolidine (2.85 g, 16.1 mmol, 1.03 eq) (J. Med. Chem, 44, 2014, 2001) and N,N-diisopropylethylamine (5.61 mL, 32.2 mmol, 2 eq) in CHCl3 (30 mL) over a period of 50 minutes under a dry N2 atmosphere with cooling in an ice bath. After stirring at room temperature for 64 hr the reaction mixture was concentrated and the crude product was flash chromatographed twice using Biotage KP silica gel, and gradient of 98/2 CH2Cl2/CH3OH as eluent on the first column and 90/10 CH2Cl2/CH3OH as eluent on the second column to give the title compound as a dark green solid (5.29 g, 88% yield). NMR (400 MHz, DMSO-d6): consistent. MS: (ES-) m/z 385 [M-H]. MS: (ES+) m/z 387 [M+H].
 

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