3,3-DIFLUOROCYCLOBUTANAMINE HYDROCHLORIDE Chemical Properties

Melting point:

296 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Methanol (Slightly), Water (Slightly)

form 

Solid

color 

White to Off-White

InChI

InChI=1S/C4H7F2N.ClH/c5-4(6)1-3(7)2-4;/h3H,1-2,7H2;1H

InChIKey

WLXXTHPAORBNIG-UHFFFAOYSA-N

SMILES

FC1(CC(N)C1)F.Cl

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2922390090

3,3-DIFLUOROCYCLOBUTANAMINE HYDROCHLORIDE Usage And Synthesis

Uses

3-Halo substituted cyclobutanamine used in the preparation of piperazinyl antiviral agents as well as kinase inhibitors.

Uses

3,3-Difluorocyclobutanamine hydrochloride is used in the preparation of piperazinyl antiviral agents as well as kinase inhibitors.

Synthesis

Step C: Synthesis of 3,3-difluorocyclobutylamine hydrochloride. A mixture of benzyl (3,3-difluorocyclobutyl)carbamate (1.47 g, 6.1 mmol) and 10% Pd/C (1 g) in methanol (20 mL) was subjected to a hydrogen atmosphere (1 atm) and stirred overnight at room temperature. After completion of the reaction, the mixture was filtered through a diatomaceous earth pad and washed with methanol. Concentrated hydrochloric acid (2 mL) was added to the filtrate, followed by evaporation of the solvent under vacuum to afford the target product 3,3-difluorocyclobutanamine hydrochloride (0.8 g, 85% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 8.60 (m, 3H), 3.64 (m, 1H), 2.89 (m, 4H).

References

[1] Patent: WO2012/9678, 2012, A1. Location in patent: Page/Page column 210
[2] Patent: US2013/303524, 2013, A1. Location in patent: Paragraph 0413-0414

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