PF-06650833

Base Information

• Chemical Name: PF-06650833
• CAS No.: 1817626-54-2
• Molecular Formula: C₁₈H₂₀FN₃O₄
• Molecular Weight: 361.373
• Mol file: 1817626-54-2.mol

Synonyms:

Chemical Property of PF-06650833

Chemical Property:

• Boiling Point: 621.0±55.0 °C(Predicted)
• PKA: 13.44±0.70(Predicted)
• Density: 1.34±0.1 g/cm3(Predicted)
• Storage Temp.: room temp

Purity/Quality:

99% ^*data from raw suppliers

PF06650833 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of PF-06650833

There total 28 articles about PF-06650833 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: 97.0%

1-(((2S,3S,4S)-3-ethyl-4-fluoro-5-oxopyrrolidin-2-yl)-methoxy)-7-methoxyisoquinoline-6-carbonitrile → PF-06650833 (1817626-54-2)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In water; dimethyl sulfoxide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00231

Reference yield:

C18H18FN3O3 → 1-(((2S,3S,4R)-3-ethyl-4-fluoro-5-oxopyrrolidin-2-yl)methoxy)-7-methoxyisoquinoline-6-carboxamide (1817626-54-2)

Guidance literature:

With dihydrogen peroxide; potassium carbonate; In water; dimethyl sulfoxide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00231

Reference yield:

(5S)-1-aza-2,2-dimethyl-3-oxa-8-oxo-bicyclo[3.3.0]octane (99208-71-6) → PF-06650833 (1817626-54-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -70 - -20 °C / Inert atmosphere

1.2: -60 - -10 °C / Inert atmosphere

2.1: palladium diacetate; allyl methyl carbonate / tetrahydrofuran / 1 h / 65 °C

3.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran; diethyl ether / 1 h / -30 - -20 °C / Inert atmosphere; Industrial scale

3.2: 1 h / -70 - -3 °C / Inert atmosphere; Industrial scale

3.3: Industrial scale

4.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -70 - -20 °C / Inert atmosphere

4.2: -72 - 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / acetonitrile; water / 4 h / 65 °C / Inert atmosphere

6.1: potassium hexamethylsilazane / N,N-dimethyl-formamide; tetrahydrofuran / 1.25 h / -10 °C / Inert atmosphere

7.1: methanesulfonic acid / 26 h / 60 °C / Inert atmosphere

7.2: 30 °C / pH 8 / Inert atmosphere; Cooling with ice

With n-butyllithium; copper(I) bromide dimethylsulfide complex; methanesulfonic acid; allyl methyl carbonate; palladium diacetate; potassium hexamethylsilazane; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; hexane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

(5S)-1-aza-2,2-dimethyl-3-oxa-8-oxo-bicyclo[3.3.0]octane

3-hydroxy-4-iodobenzoic acid

(S)-3,3-dimethyl-1,7a-dihydro-3H,5H-pyrrolo[1,2-c]oxazol-5-one

methyl 4-iodo-3-methoxybenzoate