7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

Base Information

Chemical Name:7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid
CAS No.:313751-90-5
Molecular Formula:C₂₇H₃₀N₂O₄S
Molecular Weight:478.612
Hs Code.:

Synonyms:7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

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Chemical Property of 7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

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Technology Process of 7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

There total 18 articles about 7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid 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: 78.0%

: 719297-14-0
methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

: 313751-90-5
7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;
DOI:10.1248/cpb.52.577

Reference yield:

: 313724-44-6
methyl 7-bromo-2,3-dihydro-1H-benzo[b]azepine-4-carboxylate

: 313751-90-5
7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / aq. K₂CO₃; Pd(PPh₃)4 / toluene; ethanol / Heating

2: 88 percent / triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

3: 78 percent / aq. NaOH / tetrahydrofuran; methanol / 20 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium triacetoxyborohydride; potassium carbonate; In tetrahydrofuran; methanol; ethanol; 1,2-dichloro-ethane; toluene; 1: Suzuki coupling;
DOI:10.1248/cpb.52.577

Reference yield:

: 313724-31-1
methyl 7-bromo-1-(t-butoxycarbonyl)-1,2,3,4-tetrahydro-1-benzazepin-5-one-4-carboxylate

: 313751-90-5
7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH₄ / tetrahydrofuran; methanol / 1 h / -15 °C

2: Et₃N / tetrahydrofuran / 14 h / 20 °C

3: 2.53 g / 1,8-diazabicyclo[5,4,0]undec-7-ene / tetrahydrofuran / 0.17 h / Heating

4: 100 percent / aq. HCl / ethyl acetate / 0.5 h / 80 °C

5: 56 percent / aq. K₂CO₃; Pd(PPh₃)4 / toluene; ethanol / Heating

6: 88 percent / triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

7: 78 percent / aq. NaOH / tetrahydrofuran; methanol / 20 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium triacetoxyborohydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; ethanol; ethyl acetate; 1,2-dichloro-ethane; toluene; 5: Suzuki coupling;
DOI:10.1248/cpb.52.577