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Chemical Structure| 132976-78-4 Chemical Structure| 132976-78-4

Structure of 132976-78-4

Chemical Structure| 132976-78-4

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Product Details of [ 132976-78-4 ]

CAS No. :132976-78-4
Formula : C10H10ClNO3
M.W : 227.64
SMILES Code : O=C(C1=C2C(CCCO2)=C(N)C(Cl)=C1)O

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Application In Synthesis of [ 132976-78-4 ]

* 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 [ 132976-78-4 ]

[ 132976-78-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 620611-27-0 ]
  • [ 132976-78-4 ]
  • 5-amino-6-chloro-N-[4-fluoro-1-(tert-butoxycarbonyl)-4-piperidinyl]methyl}chroman-8-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
47.16% A solution of 5-amino-6-chloro-chroman-8-carboxylic acid (2 grams, 87.91 mmole, obtained in the preparation 1) and CDI (2.13 grams, 13.18 mmole) in DCM (100 mL) was stirred for 2 hours at RT. Then added a solution of tert-butyl 4-aminomethyl-4- fluoro piperidine-l-carboxylate (2.44 grams, 10.51 mmole, obtained in the preparation 5) in DCM (20 mL). The reaction mass was stirred overnight (12 hours) at RT under nitrogen atmosphere. After completion of the reaction, the reaction mass was washed with chilled water (50 mL), brine solution (50 mL) and dried over Na2S04. The organic phase was concentrated on rotavacuum to obtain the crude residue, which was further purified by flash chromatography using EtOAc:n-hexane (30:70) to afford the title compound. (0410) Weight: 0.73 grams (Yield:47.16 %). (0411) - NMR (delta ppm): 1.35 (9H, s), 1.49 - 1.66 (4H, m), 1.91 - 1.95 (2H, m), 2.42 - 2.46 (2H, m), 2.95 - 2.97 (2H, m), 3.46 - 3.53 (2H, m), 3.70 - 3.73 (2H, m), 4.16 - 4.18 (2H, m), 5.62 (2H, bs), 7.56 (1H, s), 7.99 - 8.02 (1H, t); (0412) Mass (m/z): 442.3 (M+H)+, 444.2 (M+H)+.
  • 2
  • [ 392331-66-7 ]
  • [ 132976-78-4 ]
  • 5-amino-6-chloro-N-[4-hydroxy-1-(tert-butoxycarbonyl)-4-piperidinyl]methyl}chroman-8-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
A solution of 5-amino-6-chloro chroman-8-carboxylic acid (0.200 grams, 0.878 mmole, obtained in the preparation 1) and carbonyldiimidazole (CDI) (0.170 grams, 1.054 mmole) in DCM (6 mL) was stirred for 2 hours at RT. Then a solution of tert-butyl 4- aminomethyl-4-hydroxy piperidine-l-carboxylate (0.222 grams, 0.967 mmole) in DCM (4 mL) was added. Reaction mass was 'stirred overnight at RT under nitrogen atmosphere. The reaction mass was washed with chilled water (10 mL), brine solution (10 mL) and dried over anhydrous sodium sulfate. The organic phase was concentrated on rotavacuum to obtain the crude residue, which was further purified by flash chromatography using EtOAc:n-hexane (30:70) to afford the title compound. (0423) Weight: 0.266 grams (Yield: 69 %). (0424) - NMR (delta ppm): 1.24 - 1.32 (4H, m), 1.36 (9H, s), 1.54 - 1.70 (2H, m), 1.87 - 1.95 (2H, m), 2.41 - 2.46 (2H, m), 3.09 - 3.13 (2H, m), 3.34 - 3.36 (2H, d), 3.86 - 3.94 (2H, m), 4.80 (1H, s), 5.56 (2H, bs), 7.54 (1H, s), 7.92 - 7.94 (1H, t); (0425) Mass (m/z): 440.1 (M+H)+, 442.3(M+H)+.
  • 3
  • [ 392331-66-7 ]
  • [ 132976-78-4 ]
  • 5-amino-6-chloro-N-[(4-hydroxy-4-piperidinyl)methyl]chroman-8-carboxamide [ No CAS ]
 

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