(3R,6S)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-N-phenyl-3-piperidinecarboxamide

Base Information

Chemical Name:(3R,6S)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-N-phenyl-3-piperidinecarboxamide
CAS No.:1271023-49-4
Molecular Formula:C₂₄H₂₆N₈O
Molecular Weight:442.523
Hs Code.:

Synonyms:

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Chemical Property of (3R,6S)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-N-phenyl-3-piperidinecarboxamide

Chemical Property:

Purity/Quality:

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Technology Process of (3R,6S)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-N-phenyl-3-piperidinecarboxamide

There total 9 articles about (3R,6S)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-N-phenyl-3-piperidinecarboxamide 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:

: C₂₄H₂₃FN₆O

: 1271023-49-4
(3R,6S)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-N-phenyl-3-piperidinecarboxamide

Guidance literature:: With hydrazine hydrate; In ethanol; at 80 - 100 ℃;
DOI:10.1021/jm101527u

Reference yield:

: 5470-70-2
Methyl 6-methylnicotinate

: 1271023-49-4
(3R,6S)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-N-phenyl-3-piperidinecarboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogenchloride; platinum(IV) oxide; hydrogen / methanol; water / 4.5 h / 20 °C / 3102.97 Torr

1.2: 15 - 25 °C

2.1: ChiralPak IC / carbon dioxide; isopropyl alcohol / Resolution of racemate; Supercritical conditions

3.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 20 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / ethanol; ethyl acetate / 20 °C

6.1: methanol; ethanol / 50 - 100 °C

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane; water / 95 °C

8.1: hydrazine hydrate / ethanol / 80 - 100 °C

With hydrogenchloride; platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; carbon dioxide; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; 7.1: Suzuki coupling;
DOI:10.1021/jm101527u

Reference yield:

: 1227917-62-5
(3R,6S)-3-methyl 1-(phenylmethyl) 6-methyl-1,3-piperidinedicarboxylate

: 1271023-49-4
(3R,6S)-1-[2-amino-6-(3-amino-1H-indazol-6-yl)-4-pyrimidinyl]-6-methyl-N-phenyl-3-piperidinecarboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

3: palladium 10% on activated carbon; hydrogen / ethanol; ethyl acetate / 20 °C

4: methanol; ethanol / 50 - 100 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane; water / 95 °C

6: hydrazine hydrate / ethanol / 80 - 100 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; 5: Suzuki coupling;
DOI:10.1021/jm101527u