6-chloro(3-fluorophenyl)-N²-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

Base Information

• Chemical Name: 6-chloro(3-fluorophenyl)-N²-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide
• CAS No.: 1352086-84-0
• Molecular Formula: C₂₀H₂₄ClFN₄O₃
• Molecular Weight: 422.887

Synonyms:6-chloro(3-fluorophenyl)-N²-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

Chemical Property of 6-chloro(3-fluorophenyl)-N²-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

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Technology Process of 6-chloro(3-fluorophenyl)-N²-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

There total 13 articles about 6-chloro(3-fluorophenyl)-N²-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide 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:

N2-(3-(tert-butyldiphenylsilanoxy)-2,2-dimethyl-propyl)-6-chloro-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352087-19-4) → 6-chloro(3-fluorophenyl)-N2-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352086-84-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 4.5h;

Reference yield:

4-(3-fluorophenyl)-1H-pyrrole-3-carbonitrile (87388-09-8) → 6-chloro(3-fluorophenyl)-N2-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352086-84-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: N-chloro-succinimide / 24 h / Reflux

2.1: sodium hydroxide / tetra(n-butyl)ammonium hydrogensulfate / acetonitrile / 0.5 h

2.2: 17 h / Reflux

3.1: hydrogenchloride / ethanol; water / 0.75 h

4.1: hydrogenchloride / ethanol; water / 2.5 h / 70 °C

5.1: dichloromethane / 0.75 h / 20 °C

6.1: sodium hydroxide; water; dihydrogen peroxide / dimethyl sulfoxide; methanol / 19.5 h / 60 °C

7.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

8.1: sodium carbonate / acetonitrile / 1.5 h / 65 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4.5 h / 0 - 20 °C

With hydrogenchloride; N-chloro-succinimide; tetrabutyl ammonium fluoride; water; dihydrogen peroxide; sodium carbonate; trifluoroacetic acid; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

Reference yield:

5-chloro-4-(3-fluorophenyl)-1H-pyrrole-3-carbonitrile (1352087-10-5) → 6-chloro(3-fluorophenyl)-N2-(3-hydroxy-2,2-dimethylpropyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide (1352086-84-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydroxide / tetra(n-butyl)ammonium hydrogensulfate / acetonitrile / 0.5 h

1.2: 17 h / Reflux

2.1: hydrogenchloride / ethanol; water / 0.75 h

3.1: hydrogenchloride / ethanol; water / 2.5 h / 70 °C

4.1: dichloromethane / 0.75 h / 20 °C

5.1: sodium hydroxide; water; dihydrogen peroxide / dimethyl sulfoxide; methanol / 19.5 h / 60 °C

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7.1: sodium carbonate / acetonitrile / 1.5 h / 65 °C

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4.5 h / 0 - 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; water; dihydrogen peroxide; sodium carbonate; trifluoroacetic acid; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

upstream raw materials:

3-Fluorobenzaldehyde

3-amino-2,2-dimethylpropan-1-ol

4-(3-fluorophenyl)-1H-pyrrole-3-carbonitrile

5-chloro-4-(3-fluorophenyl)-1H-pyrrole-3-carbonitrile

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