(E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate

Base Information

Chemical Name:(E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate
CAS No.:168164-00-9
Molecular Formula:C₂₀H₁₈F₂N₂O₃
Molecular Weight:372.371
Hs Code.:

Synonyms:(E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate

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Chemical Property of (E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate

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Technology Process of (E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate

There total 7 articles about (E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate 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: 76.0%

: 5927-18-4
trimethyl phosphonoacetate

: 168163-97-1
1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzoazepine-5-one

: 168164-00-9
(E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate

: 168163-99-3
(Z)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate

Guidance literature:: trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzoazepine-5-one; In tetrahydrofuran; at -78 - 0 ℃; for 10h;
DOI:10.1248/cpb.48.1644

Reference yield:

: 24310-36-9
1-tosyl-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one

: 168164-00-9
(E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: 78 percent / N-fluoro-benzenesulfonimide / tetrahydrofuran / 1 h / 0 °C

2.1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

3.1: N-fluoropyridinium trifluoromethanesulfonate / CH₂Cl₂ / 2 h / Heating

4.1: H₂SO₄; AcOH / 14 h / 60 °C

5.1: Et₃N / CH₂Cl₂ / 12 h / 20 °C

6.1: 83 percent / SnCl₂ / ethyl acetate / 5 h / Heating

7.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

7.2: 24 percent / tetrahydrofuran / 10 h / -78 - 0 °C

With sulfuric acid; sodium hydride; N-fluoropyridinium triflate; acetic acid; triethylamine; tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.48.1644

Reference yield:

: 168163-95-9
4,4-difluoro-1,2,3,4-tetrahydro-benzo[b]azepin-5-one

: 168164-00-9
(E)-methyl [1-(4-aminobenzoyl)-4,4-difluoro-2,3,4,5-tetrahydro-1H-1-benzo-azepine-5-ylidene]acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N / CH₂Cl₂ / 12 h / 20 °C

2.1: 83 percent / SnCl₂ / ethyl acetate / 5 h / Heating

3.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

3.2: 24 percent / tetrahydrofuran / 10 h / -78 - 0 °C

With sodium hydride; triethylamine; tin(ll) chloride; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.48.1644