(E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester

Base Information

• Chemical Name: (E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester
• CAS No.: 1312891-75-0
• Molecular Formula: C₂₅H₂₈F₂N₂O₂
• Molecular Weight: 426.506

Synonyms:(E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester

Chemical Property of (E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester

Chemical Property:

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Technology Process of (E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester

There total 2 articles about (E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester 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: 74.0%

(E)-3-{4-[(3,3-difluoropropylamino)methyl]phenyl}acrylic acid methyl ester (1312891-71-6) + 2-(2-methyl-1H-indol-3-yl)acetaldehyde (54765-13-8) → (E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester (1312891-75-0)

Guidance literature:

(E)-3-{4-[(3,3-difluoropropylamino)methyl]phenyl}acrylic acid methyl ester; 2-(2-methyl-1H-indol-3-yl)acetaldehyde; With sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 48h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran;

DOI:10.1021/jm200388e

Reference yield:

methyl (2E)-3-(4-formylphenyl)acrylate (7560-50-1,71093-79-3,58045-41-3) → (E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester (1312891-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: SiliaBond cyanoborohydride / 0.25 h / 20 °C / Microwave irradiation; Heating

2.1: sodium hydrogencarbonate / tetrahydrofuran / 48 h / 20 °C

With sodium hydrogencarbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm200388e

Reference yield: 53.0%

(E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylic acid methyl ester (1312891-75-0) → (E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]-N-hydroxyacrylamide (1312891-41-0)

Guidance literature:

With hydroxylamine; sodium methylate; In methanol; water; at 0 ℃;

DOI:10.1021/jm200388e

upstream raw materials:

(E)-3-{4-[(3,3-difluoropropylamino)methyl]phenyl}acrylic acid methyl ester

2-(2-methyl-1H-indol-3-yl)acetaldehyde

methyl (2E)-3-(4-formylphenyl)acrylate

Downstream raw materials:

(E)-3-[4-({(3,3-difluoropropyl)[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]-N-hydroxyacrylamide

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