7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde

Base Information

• Chemical Name: 7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde
• CAS No.: 385390-28-3
• Molecular Formula: C₂₁H₂₀BrNO₆
• Molecular Weight: 462.297

Synonyms:7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde

Chemical Property of 7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde

Chemical Property:

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Technology Process of 7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde

There total 5 articles about 7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde 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: 61.0%

N-(2-benzo[1,3]dioxol-5-yl-ethyl)-6-bromo-N-(2,2-dimethyl-4H-[1,3]dioxon-5-yl)-2,3-dimethoxy-benzamide (385390-29-4) → 7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde (385390-28-3)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1021/ol016795b

Reference yield:

6-bromo-2,3-dimethoxybenzoic acid (60555-93-3) → 7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde (385390-28-3)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂

2: 2.44 g / diisopropylethylamine / toluene / 18 h / 0 - 20 °C

3: 61 percent / BF₃*Et₂O / acetonitrile / 12 h / 20 °C

With thionyl chloride; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; In toluene; acetonitrile;

DOI:10.1021/ol016795b

Reference yield:

3,4-methylenedioxyphenylethylamine (1484-85-1) → 7-(6-bromo-2,3-dimethoxy-benzoyl)-6,7,8,9-tetrahydro-5H-1,3-dioxa-7-aza-cyclohepta[f]indene-6-carbaldehyde (385390-28-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 4 Angstroem molecular sieves / toluene / 15 h / 20 °C

2: 2.44 g / diisopropylethylamine / toluene / 18 h / 0 - 20 °C

3: 61 percent / BF₃*Et₂O / acetonitrile / 12 h / 20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; In toluene; acetonitrile;

DOI:10.1021/ol016795b

upstream raw materials:

N-(2-benzo[1,3]dioxol-5-yl-ethyl)-6-bromo-N-(2,2-dimethyl-4H-[1,3]dioxon-5-yl)-2,3-dimethoxy-benzamide

6-bromo-2,3-dimethoxybenzoic acid

3,4-methylenedioxyphenylethylamine

2-bromo-5,6-dimethoxybenzoyl chloride

Downstream raw materials:

(6-bromo-2,3-dimethoxy-phenyl)-(5,6-dihydro-1,3-dioxa-7-aza-cyclohepta[f]inden-7-yl)-methanone

(5,6-dihydro-1,3-dioxa-7-aza-cyclohepta[f]inden-7-yl)-(2,3-dimethoxy-phenyl)-methanone

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