5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine

Base Information

Chemical Name:5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine
CAS No.:316156-01-1
Molecular Formula:C₂₁H₂₂N₄
Molecular Weight:330.432
Hs Code.:

Synonyms:5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine

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Technology Process of 5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine

There total 7 articles about 5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine 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: 51.0%

: 316155-97-2
2-tert-butoxycarbonylamino-5-(4'-nitro-biphenyl-4-ylmethyl)-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

: 316156-01-1
5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine

Guidance literature:: With potassium hydroxide; hydrazine hydrate; In ethylene glycol; at 150 ℃;
DOI:10.1016/S0040-4039(00)01400-3

Reference yield:

: 197507-59-8
1,6-naphthyridine-2-carboxylic acid

: 316156-01-1
5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine

Guidance literature:: Multi-step reaction with 6 steps

1: 46 percent / DPPA

2: 50 percent / CH₂Cl₂ / 72 h / 0 - 20 °C

3: 99 percent / NH₄CO₂H / Pd/C / methanol

4: pyridine

5: Cs₂CO₃ / PdCl₂*dppf / tetrahydrofuran

6: 51 percent / NH₂NH₂*H₂O; KOH / ethane-1,2-diol / 150 °C

With pyridine; potassium hydroxide; diphenyl-phosphinic acid; ammonium formate; caesium carbonate; hydrazine hydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethylene glycol; 1: Esterification / 2: Alkylation / 3: Hydrogenation / 4: Esterification / 5: Arylation / 6: Reduction;
DOI:10.1016/S0040-4039(00)01400-3

Reference yield:

: 316155-86-9
tert-butyl (1,6-naphthyridin-2-yl)carbamate

: 316156-01-1
5-(4'-amino-biphenyl-4-ylmethyl)-5,6,7,8-tetrahydro-[1,6]naphthyridin-2-ylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / CH₂Cl₂ / 72 h / 0 - 20 °C

2: 99 percent / NH₄CO₂H / Pd/C / methanol

3: pyridine

4: Cs₂CO₃ / PdCl₂*dppf / tetrahydrofuran

5: 51 percent / NH₂NH₂*H₂O; KOH / ethane-1,2-diol / 150 °C

With pyridine; potassium hydroxide; ammonium formate; caesium carbonate; hydrazine hydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethylene glycol; 1: Alkylation / 2: Hydrogenation / 3: Esterification / 4: Arylation / 5: Reduction;
DOI:10.1016/S0040-4039(00)01400-3