Dicyclopropane methylamine
Dicyclopropane methylamine Basic information
- Product Name:
- Dicyclopropane methylamine
- Synonyms:
-
- DICYCLOPROPYL METHYL AMINE
- Dicyclopropane methylamine
- AKOS MSC-0147
- 1,1-Dicyclopropane methylamine
- 1,1-dicyclopropylmethanamine 1
- 1,1-DICYCLOPROPYLMETHANAMINE HYDROCHLORIDE
- a-cyclopropylcyclopropanemethanamine
- α-Cyclopropylcyclopropanemethanamine
- CAS:
- 13375-29-6
- MF:
- C7H13N
- MW:
- 111.18
- EINECS:
- 236-451-7
- Product Categories:
-
- Pharmaceutical Intermediates
- Mol File:
- 13375-29-6.mol
Dicyclopropane methylamine Chemical Properties
- Boiling point:
- 55-65 °C(Press: 11 Torr)
- Density
- 1.092±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 10.65±0.50(Predicted)
- form
- liquid
- color
- Yellow
- CAS DataBase Reference
- 13375-29-6(CAS DataBase Reference)
MSDS
- Language:English Provider:Dicyclopropane methylamine
Dicyclopropane methylamine Usage And Synthesis
Uses
1,1-Dicyclopropylmethanamine is used as a reactant in the preparation of 4-dicyclopropylamino-7-aryl-7H-purines as CRF-1 antagonists with differentiated binding kinetic profiles.
Synthesis
1453-52-7
13375-29-6
General procedure for the synthesis of (dicyclopropylmethyl)amine from dicyclopropylketone oxime: In a 500 mL autoclave, 100 g of dicyclopropylketone oxime, 6 g of Ruanne nickel, 350 mL of water, and 10 g of sodium hydroxide were added in sequence. After replacing the air in the kettle with nitrogen three times, hydrogen was introduced. The hydrogen pressure of the reaction system was controlled to be 2 MPa, and the temperature was maintained at 70-80 °C for 4 hours. Upon completion of the reaction, the hydrogen pressure was released, the reaction mixture was cooled with continuous stirring, and the nickel catalyst in Nguyen was removed by filtration. The aqueous phase was extracted three times with 200 mL of dichloromethane, and the organic phases were combined and purified by distillation. Fractions from 100-110 °C were collected at a pressure of 100 mmHg to obtain the target product dicyclopropylmethylamine. About 81 g of product was finally obtained in 85.8% yield.
References
[1] Patent: CN104672093, 2016, B. Location in patent: Paragraph 0027-0028
[2] Synlett, 1999, # 4, p. 409 - 410
[3] Chemische Berichte, 1984, vol. 117, # 2, p. 856 - 858
[4] Helvetica Chimica Acta, 1963, vol. 46, p. 1059 - 1060
[5] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 1, p. 156 - 167
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