3-[(3-Fluorophenyl)methyl]pyrrolidine

Base Information

• Chemical Name: 3-[(3-Fluorophenyl)methyl]pyrrolidine
• CAS No.: 1000198-80-0
• Molecular Formula: C₁₁H₁₄FN
• Molecular Weight: 179.237
• DSSTox Substance ID: DTXSID80696400
• Mol file: 1000198-80-0.mol

Synonyms:1000198-80-0;3-[(3-fluorophenyl)methyl]pyrrolidine;3-(3-FLUOROBENZYL)PYRROLIDINE;Pyrrolidine, 3-[(3-fluorophenyl)methyl]-;SCHEMBL1812734;DTXSID80696400;AKOS006286096;BB 0262887;CS-0237535;FT-0681572;EN300-1849863

Chemical Property of 3-[(3-Fluorophenyl)methyl]pyrrolidine

Chemical Property:

• PSA: 12.03000
• LogP: 2.30650
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.111027613
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

98%min ^*data from raw suppliers

3-[(3-Fluorophenyl)methyl]-pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC1CC2=CC(=CC=C2)F

Technology Process of 3-[(3-Fluorophenyl)methyl]pyrrolidine

There total 6 articles about 3-[(3-Fluorophenyl)methyl]pyrrolidine 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:

tert butyl (R)-3-(3-fluorobenzyl)-pyrrolidine-1-carboxylate (1412977-28-6) → 3-(R)-(3-fluorobenzyl)pyrrolidine (1335494-76-2,1000198-80-0)

Guidance literature:

tert butyl (R)-3-(3-fluorobenzyl)-pyrrolidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

(R)-tert-butyl 3-(iodomethyl)pyrrolidine-1-carboxylate (1187932-69-9) → 3-(R)-(3-fluorobenzyl)pyrrolidine (1335494-76-2,1000198-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (1R,2R)-trans-2-aminocyclohexanol hydrochloride; sodium hexamethyldisilazane / nickel(I) iodide / isopropyl alcohol / 0.08 h / 40 °C / Sealed tube; Inert atmosphere

1.2: 70 °C

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With sodium hexamethyldisilazane; (1R,2R)-trans-2-aminocyclohexanol hydrochloride; trifluoroacetic acid; nickel(I) iodide; In dichloromethane; isopropyl alcohol;

Reference yield:

tert-butyl (R)-3-hydroxymethylpyrrolidine-1-carboxylate (138108-72-2) → 3-(R)-(3-fluorobenzyl)pyrrolidine (1335494-76-2,1000198-80-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole; triphenylphosphine; iodine / 1,4-dioxane; diethyl ether / 20 °C / Cooling with ice

1.2: 20 °C

2.1: (1R,2R)-trans-2-aminocyclohexanol hydrochloride; sodium hexamethyldisilazane / nickel(I) iodide / isopropyl alcohol / 0.08 h / 40 °C / Sealed tube; Inert atmosphere

2.2: 70 °C

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With 1H-imidazole; iodine; sodium hexamethyldisilazane; triphenylphosphine; (1R,2R)-trans-2-aminocyclohexanol hydrochloride; trifluoroacetic acid; nickel(I) iodide; In 1,4-dioxane; diethyl ether; dichloromethane; isopropyl alcohol;

upstream raw materials:

1-Benzyl-3-(3-fluoro-benzyl)-pyrrolidine

tert-butyl (R)-3-hydroxymethylpyrrolidine-1-carboxylate

3-fluorophenylboronic acid

(R)-tert-butyl 3-(iodomethyl)pyrrolidine-1-carboxylate

Downstream raw materials:

(1aRS,7bSR)-5-[2-((R)-1-ethylpyrrolidin-3-ylmethyl)-4-fluombenzenesulfonyl-amino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-catboxylic acid

(1aR,7bS)-5-[2-((R)-1-ethylpyrrolidin-3-ylmethyl)-4-fluorobenzenesulfonyl-amino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid

methyl (1aRS,7bSR)-5-[2-((R)-1-ethylpyrrolidin-3-ylmethyl)-4-fluorobenzenesulfonyl-amino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylate

(1aRS,7bSR)-5-[2-((R)-1-ethylpyrrolidin-3-ylmethyl)-4-fluorobenzenesulfonyl-amino]-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-4-carboxylic acid