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

Base Information

Chemical Name:methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate
CAS No.:719297-14-0
Molecular Formula:C₂₈H₃₂N₂O₄S
Molecular Weight:492.639
Hs Code.:

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

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

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

There total 17 articles about methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-1-[(thiazol-2-yl)methyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate 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: 88.0%

: 10200-59-6
Thiazole-2-carbaldehyde

: 313750-60-6
methyl 7-{4-[2-(butoxy)ethoxy]phenyl}-2,3-dihydro-1H-1-benzazepine-4-carboxylate

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

Guidance literature:: With sodium triacetoxyborohydride; In 1,2-dichloro-ethane; 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium triacetoxyborohydride; potassium carbonate; In 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

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

Guidance literature:: Multi-step reaction with 6 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

With hydrogenchloride; 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