1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester

Base Information

Chemical Name:1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester
CAS No.:897017-94-6
Molecular Formula:C₂₆H₃₀N₂O₄
Molecular Weight:434.535
Hs Code.:

1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-<i>a</i>]isoquinoline-3-carboxylic acid methyl ester

Synonyms:1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester

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Chemical Property of 1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester

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Technology Process of 1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester

There total 3 articles about 1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic 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: 32.0%

: 850346-74-6
methyl 1-bromo-8-isopropoxy-9-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate

: 28611-39-4
4-(dimethylamino)benzene-boronic acid

: 897017-94-6
1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; at 125 ℃; for 16h;
DOI:10.1021/jm0602458

Reference yield:

: 850346-70-2
methyl 1-[2-bromo-5-isopropoxy-4-methoxyphenethyl]-1H-pyrrole-2-carboxylate

: 897017-94-6
1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / K₂CO₃; PPh₃; PdCl₂(PPh₃)2 / dimethylformamide / 20 h / 125 °C

2: 94 percent / N-bromosuccinimide / tetrahydrofuran / 3 h / 70 °C

3: 32 percent / Pd(PPh₃)4; aq. K₂CO₃ / dimethylformamide / 16 h / 125 °C

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 3: Suzuki cross-coupling;
DOI:10.1021/jm0602458

Reference yield:

: 850346-72-4
methyl 8-isopropoxy-9-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-3-carboxylate

: 897017-94-6
1-(4-dimethylamino-phenyl)-8-isopropoxy-9-methoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / N-bromosuccinimide / tetrahydrofuran / 3 h / 70 °C

2: 32 percent / Pd(PPh₃)4; aq. K₂CO₃ / dimethylformamide / 16 h / 125 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Suzuki cross-coupling;
DOI:10.1021/jm0602458