| Identification | More | [Name]
3,3-DIFLUOROPYRROLIDINE HYDROCHLORIDE | [CAS]
163457-23-6 | [Synonyms]
3,3-DIFLUOROPYRROLIDINE HCL
3,3-DIFLUOROPYRROLIDINE HYDROCHLORIDE | [EINECS(EC#)]
626-850-8 | [Molecular Formula]
C4H8ClF2N | [MDL Number]
MFCD03788948 | [Molecular Weight]
143.56 | [MOL File]
163457-23-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
128-130°C | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
solid | [color ]
White to off white | [Sensitive ]
Hygroscopic | [InChI]
InChI=1S/C4H7F2N.ClH/c5-4(6)1-2-7-3-4;/h7H,1-3H2;1H | [InChIKey]
YYVPZQADFREIFR-UHFFFAOYSA-N | [SMILES]
N1CCC(F)(F)C1.[H]Cl | [CAS DataBase Reference]
163457-23-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT, HYGROSCOPIC | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Beige solid | [Uses]
3,3-Difluoropyrrolidine hydrochloride can be used as a building block in the synthesis of:
- Triazole substituted prolyl difluoropyrrolidines as potential inhibitors of dipeptidyl peptidase-4.
- Dual leucine zipper kinase (DLK) inhibitors.
It can be also used as a reactant in the preparation of cyclic and acyclic β-aminofluoroalkenes via allylic amination using the Pd catalyst. | [Synthesis]
Part C: 1,1-dimethylethyl 3,3-difluoropyrrolidine-1-carboxylate (0.868 g, 4.19 mmol) was dissolved in 1.5 mL of 1,4-dioxane and cooled to 0°C. A 1,4-dioxane solution (11 mL, 44 mmol) of 4 M hydrogen chloride was slowly added with stirring. The reaction mixture was continued to be stirred at 0°C for 40 minutes, then brought to room temperature and stirred for 1 hour. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure to afford 0.65 g of 3,3-difluoropyrrolidine hydrochloride (100% yield). The product was characterized by 1H-NMR (CD3OD): δ 3.54 (2H, t, J = 11.9 Hz), 3.43 (2H, t, J = 7.8 Hz), 2.40 (2H, m). | [References]
[1] Patent: US2004/186134, 2004, A1. Location in patent: Page 241
[2] Patent: US2018/237472, 2018, A1. Location in patent: Paragraph 0170; 0171
[3] Patent: WO2017/17630, 2017, A1. Location in patent: Page/Page column 57 |
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