1-chloro-7-methoxyisoquinoline-6-carbonitrile

Base Information

• Chemical Name: 1-chloro-7-methoxyisoquinoline-6-carbonitrile
• CAS No.: 1427393-40-5
• Molecular Formula: C₁₁H₇ClN₂O
• Molecular Weight: 218.642
• Mol file: 1427393-40-5.mol

Synonyms:

Chemical Property of 1-chloro-7-methoxyisoquinoline-6-carbonitrile

Chemical Property:

• Boiling Point: 427.8±40.0 °C(Predicted)
• Density: 1.36±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

1-chloro-7-methoxyisoquinoline-6-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-chloro-7-methoxyisoquinoline-6-carbonitrile

There total 13 articles about 1-chloro-7-methoxyisoquinoline-6-carbonitrile 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: 65.0%

7-methoxyisoquinoline-6-carbonitrile N-oxide → 1-chloro-7-methoxyisoquinoline-6-carbonitrile (1427393-40-5)

Guidance literature:

With trichlorophosphate; In dichloromethane; at 25 ℃; Inert atmosphere;

Reference yield: 60.0%

7-methoxy-1-oxo-1,2-dihydroisoquinoline-6-carbonitrile → 1-chloro-7-methoxyisoquinoline-6-carbonitrile (1427393-40-5)

Guidance literature:

With trichlorophosphate; In 1,4-dioxane; at 110 ℃; for 2h;

Reference yield:

3-hydroxy-4-iodobenzoic acid (58123-77-6) → 1-chloro-7-methoxyisoquinoline-6-carbonitrile (1427393-40-5)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 0 - 25 °C / Inert atmosphere

2: methanol; sodium tetrahydroborate / tetrahydrofuran / Inert atmosphere; Reflux; Industrial scale

3: manganese(IV) oxide / chloroform / 16 h / Reflux; Inert atmosphere; Industrial scale

4: toluene / 4 h / Inert atmosphere; Reflux

5: trifluoroacetic anhydride; boron trifluoride diethyl etherate / 16 h / 0 - 25 °C / Inert atmosphere; Industrial scale

6: dimethyl sulfoxide / 3 h / 120 °C / Inert atmosphere; Industrial scale

7: peracetic acid / dichloromethane / 33 h / 40 - 45 °C / Inert atmosphere

8: trichlorophosphate / dichloromethane / 25 °C / Inert atmosphere

With methanol; peracetic acid; manganese(IV) oxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium carbonate; trifluoroacetic anhydride; trichlorophosphate; In tetrahydrofuran; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

upstream raw materials:

3-hydroxy-4-iodobenzoic acid

methyl 4-iodo-3-methoxybenzoate

4-iodo-3-methoxybenzaldehyde

3-Carboxyphenol

Downstream raw materials:

1-(((2S,3S,4S)-4-fluoro-3-methyl-5-oxopyrrolidin-2-yl)methoxy)-7-methoxyisoquinoline-6-carboxamide

1-(((2S,3S,4R)-4-fluoro-3-methyl-5-oxopyrrolidin-2-yl)methoxy)-7-methoxyisoquinoline-6-carboxamide