3,3-Difluoropyrrolidine hydrochloride

Base Information

• Chemical Name: 3,3-Difluoropyrrolidine hydrochloride
• CAS No.: 163457-23-6
• Molecular Formula: C4H7F2N.HCl
• Molecular Weight: 143.564
• Hs Code.: 29339900
• Mol file: 163457-23-6.mol

Synonyms:Pyrrolidine,3,3-difluoro-, hydrochloride (9CI);

Chemical Property of 3,3-Difluoropyrrolidine hydrochloride

Chemical Property:

• Vapor Pressure: 72.6mmHg at 25°C
• Melting Point: 128-130 °C
• Boiling Point: 84.4 °C at 760 mmHg
• Flash Point: 4.8 °C
• PSA: 12.03000
• LogP: 1.74580
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic

Purity/Quality:

99% ^*data from raw suppliers

3,3-Difluoropyrrolidine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• 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.

Technology Process of 3,3-Difluoropyrrolidine hydrochloride

There total 4 articles about 3,3-Difluoropyrrolidine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3,3-Difluoro-1-pyrrolidinecarboxylic acid,1,1-dimethylethyl ester (195447-25-7) → 3,3-difluoropyrrolidine hydrochloride (163457-23-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃; for 1.66667h;

Reference yield: 98.0%

1-benzyl-3,3-difluoro-pyrrolidine; hydrochloride (862416-37-3) → 3,3-difluoropyrrolidine hydrochloride (163457-23-6)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; at 20 ℃; for 7h; under 2327.17 Torr;

DOI:10.1021/jo050591h

Reference yield: 82.0%

3,3-difluoropyrrolidin-2-one (162970-49-2) → 3,3-difluoropyrrolidine hydrochloride (163457-23-6)

Guidance literature:

3,3-difluoropyrrolidin-2-one; With borane-THF; In tetrahydrofuran; at 50 ℃; for 4h; Inert atmosphere;

With methanol; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; at 50 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.jfluchem.2011.08.009

upstream raw materials:

1-benzyl-3,3-difluoro-pyrrolidine; hydrochloride

3,3-Difluoro-1-pyrrolidinecarboxylic acid,1,1-dimethylethyl ester

3,3-difluoropyrrolidin-2-one

Downstream raw materials:

(4-{6-[(S)-1-tert-butoxycarbonylamino-3-(3,3-difluoro-pyrrolidin-1-yl)-3-oxo-propyl]-3-oxo-2,3-dihydro-pyridazin-4-yl}-phenyl)-carbamic acid methyl ester

5-(4-chlorophenyl)-5-(3-{4-[1-(3,3-difluoropyrrolidin-1-yl)ethyl]piperidin-1-yl}-3-oxopropyl)-5H-imidazo[2,1-a]isoindole

5-(4-chlorophenyl)-5-(3-{4-[(3,3-difluoropyrrolidin-1-yl)methyl]piperidin-1-yl}-3-oxopropyl)-5H-imidazo[2,1-a]isoindole

Refernces

• 1、 -. "C-3 NOVEL TRITERPENONE WITH C-28 AMIDE DERIVATIVES AS HIV INHIBITORS". Paragraph 0170; 0171. . Retrieved 2018/09/12.
• 2、 Wei, Lulin,Makowski, Teresa M.,Rutherford, Jennifer L.. "An efficient synthesis of 3,3-difluoro-pyrrolidine hydrochloride starting with 2-chloro-2,2-difluoroacetic acid". experimental part. p. 354 - 357. Retrieved 2012/03/27.