PFI-2

Base Information

• Chemical Name: PFI-2
• CAS No.: 1627676-59-8
• Molecular Formula: C23H25F4N3O3S
• Molecular Weight: 499.52
• Mol file: 1627676-59-8.mol

Synonyms:R-PFI-2 HCl;8-fluoro-1,2,3,4-tetrahydro-N-[(1R)-2-oxo-2-(1-pyrrolidinyl)-1-[[3-(trifluoromethyl)phenyl]methyl]ethyl]-6-isoquinolinesulfonamide;(R)-8-fluoro-N-(1-oxo-1-(pyrrolidin-1-yl)-3-(3-(trifluoromethyl)phenyl)propan-2-yl)-1,2,3,4-tetrahydroisoquinoline-6-sulfonamide (R)-PFI 2 hydrochloride;PFI-2 HCl

Chemical Property of PFI-2

Chemical Property:

• Boiling Point: 642.7±65.0 °C(Predicted)
• PKA: 8.95±0.20(Predicted)
• PSA: 86.89000
• Density: 1.371±0.06 g/cm3(Predicted)
• LogP: 4.74060
• Solubility.: ≥50 mg/mL in DMSO; ≥1.51 mg/mL in H2O with gentle warming and ultrasonic; ≥8.12 mg/mL in EtOH

Purity/Quality:

98% min ^*data from raw suppliers

PFI-2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: PFI-2 is a potent and selective lysine methyltransferase SETD7 inhibitor which is a crucial factor in many disease related pathways.

Technology Process of PFI-2

There total 12 articles about PFI-2 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: 75.0%

C28H33F4N3O5S → (R)-PFI-2 (1627676-59-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/cmdc.201800242

Reference yield:

6-bromo-8-fluoroisoquinoline (1258833-77-0) → (R)-PFI-2 (1627676-59-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: acetic acid; sodium tetrahydroborate / tetrahydrofuran / 4 h / 20 °C / Cooling with ice

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 6 h / 100 °C / Inert atmosphere

4.1: trichloroisocyanuric acid / water; acetonitrile / 0.5 h / 20 °C

4.2: 1 h / 0 °C

5.1: triethylamine / dichloromethane / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trichloroisocyanuric acid; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;

DOI:10.1002/cmdc.201800242

Reference yield:

6-bromo-8-fluoro-1,2,3,4-tetrahydroisoquinoline (1339780-81-2) → (R)-PFI-2 (1627676-59-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 6 h / 100 °C / Inert atmosphere

3.1: trichloroisocyanuric acid / water; acetonitrile / 0.5 h / 20 °C

3.2: 1 h / 0 °C

4.1: triethylamine / dichloromethane / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trichloroisocyanuric acid; triethylamine; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;

DOI:10.1002/cmdc.201800242

upstream raw materials:

6-bromo-8-fluoroisoquinoline

6-bromo-8-fluoro-1,2,3,4-tetrahydroisoquinoline

tert-butyl 6-bromo-8-fluoro-1,2,3,4,-tetrahydroisoquinoline-2(1H)-carboxylate

N-(4-bromo-2-fluorobenzyl)-2,2-dimethoxyethan-1-amine

Refernces