694509

Sigma-Aldrich

3,3-Difluoropyrrolidine hydrochloride

97%

Empirical Formula (Hill Notation):
C4H7F2N · HCl
CAS Number:
Molecular Weight:
143.56
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

mp

133-136 °C

SMILES string

Cl.FC1(F)CCNC1

InChI

1S/C4H7F2N.ClH/c5-4(6)1-2-7-3-4;/h7H,1-3H2;1H

InChI key

YYVPZQADFREIFR-UHFFFAOYSA-N

Application

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.

Packaging

250 mg in glass insert
1 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Activation of Allylic C-F bonds: Palladium-Catalyzed Allylic Amination of 3, 3-Difluoropropenes
Pigeon X, et al.
Angewandte Chemie (International Edition in English), 49(6), 1123-1127 (2010)
Design, Synthesis, Structure-Activity Relationships, and Docking Studies of 1-(?-1, 2, 3-Triazol Substituted Prolyl)-(S)-3, 3-Difluoropyrrolidines as a Novel Series of Potent and Selective Dipeptidyl Peptidase-4 Inhibitors
Zhang L, et al.
Chemical Biology & Drug Design, 81(2), 198-207 (2013)
Snahel Patel et al.
Journal of medicinal chemistry, 58(1), 401-418 (2014-10-24)
Dual leucine zipper kinase (DLK, MAP3K12) was recently identified as an essential regulator of neuronal degeneration in multiple contexts. Here we describe the generation of potent and selective DLK inhibitors starting from a high-throughput screening hit. Using proposed hinge-binding interactions...

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