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Chemical Structure| 72784-47-5 Chemical Structure| 72784-47-5

Structure of 72784-47-5

Chemical Structure| 72784-47-5

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Product Details of [ 72784-47-5 ]

CAS No. :72784-47-5
Formula : C6H11NO2
M.W : 129.16
SMILES Code : O=C(C1(N)CC1)OCC
MDL No. :MFCD10566123
InChI Key :FDKHZRAIKUTQLE-UHFFFAOYSA-N
Pubchem ID :386204

Safety of [ 72784-47-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501

Application In Synthesis of [ 72784-47-5 ]

* 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 [ 72784-47-5 ]

[ 72784-47-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 72784-47-5 ]
  • [ 146621-92-3 ]
  • [ 1366062-82-9 ]
YieldReaction ConditionsOperation in experiment
96% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20℃; Example 17A Ethyl 1-([(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetyl}amino)cyclopropanecarboxylate A mixture of 500 mg (1.57 mmol) of <strong>[146621-92-3][(tert-butoxycarbonyl)amino][3-(trifluoromethyl)-phenyl]acetic acid</strong>, 243 mg (1.88 mmol) of ethyl 1-aminocyclopropanecarboxylate, 450 mg (2.35 mmol) of EDC and 317 mg (2.35 mmol) of HOBt in 10 ml of DMF was stirred at RT overnight. The reaction mixture was diluted with ethyl acetate and washed twice with 1N hydrochloric acid and once with a saturated aqueous sodium bicarbonate solution. The organic phase was dried over sodium sulphate and then freed from the solvent on a rotary evaporator. The residue was dried under high vacuum. This gave 650 mg (96% of theory) of the title compound. LC-MS [Method 1]: Rt=2.11 min; MS [ESIpos]: m/z=431 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=0.92 (t, 3H), 0.95-1.04 (m, 2H), 1.24-1.33 (m, 2H), 1.37 (s, 9H), 3.89 (q, 2H), 5.23 (d, 1H), 7.50 (br. d, 1H), 7.59 (t, 1H), 7.66 (d, 1H), 7.73 (d, 1H), 7.80 (s, 1H), 8.91 (s, 1H).
  • 2
  • [ 72784-47-5 ]
  • [ 42303-42-4 ]
YieldReaction ConditionsOperation in experiment
132 g With hydrogenchloride; In ethyl acetate; at -30 - 0℃; for 0.5h; Thionyl chloride (150 mL, 2.056 mol) was added slowly below 0 C to a suspension of 1- aminocyclopropanecarboxylic acid (100 g, 0.989 mol) in anhydrous ethanol (1 L). The mixture was stirred at 70 C for 20 h. TLC (methanol,f= 0.4) showed that most of the starting material was consumed. Then the solution was concentrated to give 210 g of crude product. The residue was dissolved in water and adjusted to a pH between 9 and 10 with potassium carbonate. The aqueous layer was extracted with dichloromethane (1 L x 3). The combined organic layers were concentrated to dryness. The residue was dissolved in ethyl acetate (300 mL) and hydrochloride in ethyl acetate (250 mL, 4M) was added slowly to the solution below -30 C. It was stirred for 30 min at 0 C. A solid precipitated and it was filtered under nitrogen atmosphere to give ethyl 1-aminocyclopropanecarboxylate hydrochloride (132 g, 80.6% yield) as a white solid.The following1H-NM is from the free amine.1H-NMR (400MHz, chloroform-di): delta [ppm] = 0.91-1.02 (m, 2H), 1.15-1.30 (m, 5H), 2.17 (s, 2H), 4.10 (d, 2H).
 

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