N²-(3-(tert-butyldiphenylsilanoxy)-2,2-dimethyl-propyl)-6-chloro-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

Base Information

• Chemical Name: N²-(3-(tert-butyldiphenylsilanoxy)-2,2-dimethyl-propyl)-6-chloro-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide
• CAS No.: 1352087-19-4
• Molecular Formula: C₃₆H₄₂ClFN₄O₃Si
• Molecular Weight: 661.291

Synonyms:N²-(3-(tert-butyldiphenylsilanoxy)-2,2-dimethyl-propyl)-6-chloro-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

Chemical Property of N²-(3-(tert-butyldiphenylsilanoxy)-2,2-dimethyl-propyl)-6-chloro-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

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Technology Process of N²-(3-(tert-butyldiphenylsilanoxy)-2,2-dimethyl-propyl)-6-chloro-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide

There total 13 articles about N²-(3-(tert-butyldiphenylsilanoxy)-2,2-dimethyl-propyl)-6-chloro-7-(3-fluorophenyl)-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:

6-chloro-7-(3-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxamide (1352087-15-0) + 4-nitrophenyl 3-(tert-butyldiphenylsilanoxy)-2,2-dimethylpropylcarbamate (1352087-18-3) → 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)

Guidance literature:

With sodium carbonate; In acetonitrile; at 65 ℃; for 1.5h;

Reference yield:

4-(3-fluorophenyl)-1H-pyrrole-3-carbonitrile (87388-09-8) → 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)

Guidance literature:

Multi-step reaction with 8 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

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

Reference yield:

5-chloro-4-(3-fluorophenyl)-1H-pyrrole-3-carbonitrile (1352087-10-5) → 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)

Guidance literature:

Multi-step reaction with 7 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

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

upstream raw materials:

3-Fluorobenzaldehyde

tert-butylchlorodiphenylsilane

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

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

Downstream raw materials:

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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