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637505

Sigma-Aldrich

(R)-(−)-3-Fluoropyrrolidine hydrochloride

97%

Synonym(s):

(-)-3-Fluoropyrrolidine hydrochloride, (3R)-3-Fluoropyrrolidine hydrochloride, (R)-(-)-3-Fluoropyrrolidine hydrochloride, (R)-3-Fluoropyrrolidine hydrochloride, 3-(R)-Fluoropyrrolidine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C4H9ClFN
CAS Number:
136725-55-8
Molecular Weight:
125.57
MDL number:
MFCD04038717
UNSPSC Code:
12352005
PubChem Substance ID:
24882860
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

optical activity

[α]20/D -8.0°, c = 4 in methanol

mp

179-186 °C

SMILES string

Cl.F[C@@H]1CCNC1

InChI

1S/C4H8FN.ClH/c5-4-1-2-6-3-4;/h4,6H,1-3H2;1H/t4-;/m1./s1

InChI key

LENYOXXELREKGZ-PGMHMLKASA-N

Application

(R)-(−)-3-Fluoropyrrolidine hydrochloride may be used as a substrate in the preparation of:
  • Imidazo[1,2-a]pyrazine derivatives as possible aurora kinase inhibitors.
  • Pyrazolopyrimidine derivatives as possible PDE10A Inhibitors.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aurora kinase inhibitors based on the imidazo[1, 2-a] pyrazine core: fluorine and deuterium incorporation improve oral absorption and exposure
Kerekes AD, et al.
Journal of Medicinal Chemistry, 54(1), 201-210 (2011)
Scalable Process Design for a PDE10A Inhibitor Consisting of Pyrazolopyrimidine and Quinoxaline as Key Units
Yamagami T, et al.
Organic Process Research & Development, 23(4), 578-587 (2019)
Charles G Caldwell et al.
Bioorganic & medicinal chemistry letters, 14(5), 1265-1268 (2004-02-26)
Amides derived from fluorinated pyrrolidines and 4-substituted cyclohexylglycine analogues have been prepared and evaluated as inhibitors of dipeptidyl dipeptidase IV (DP-IV). Analogues which incorporated (S)-3-fluoropyrrolidine showed good selectivity for DP-IV over quiescent cell proline dipeptidase (QPP). Compound 48 had good
Discovery of a pyrazolo [1, 5-a] pyrimidine derivative (MT-3014) as a highly selective PDE10A inhibitor via core structure transformation from the stilbene moiety
Koizumi Y, et al.
Bioorganic & Medicinal Chemistry, 27(15), 3440-3450 (2019)

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