1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

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Chemical Name:1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
CAS No.:543745-10-4
Molecular Formula:C₂₇H₃₂N₆O₃
Molecular Weight:488.589
Hs Code.:

Synonyms:1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

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Chemical Property of 1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

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Technology Process of 1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

There total 12 articles about 1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide 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: 86.0%

: 543745-09-1
6-[1-(2-formylphenyl)-4-piperidinyl]-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

: 74-89-5
methylamine

: 543745-10-4
1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In methanol; dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.bmcl.2006.11.071

Reference yield:

: N-(1-benzylpiperidin-4-yl)-5-bromopentanamide

: 543745-10-4
1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1: t-BuOK / tetrahydrofuran / 0.5 h / 0 °C

2: 85 percent / PCl₅ / CHCl₃ / 3 h / Heating

3: 86 percent / Heating

4: Et₃N / toluene / 85 °C

5: aq. HCl / CH₂Cl₂ / 4 h / 20 °C

6: 94 percent / H₂; HOAc / Pd/C / methanol / 3 h / 20 °C

7: 50 percent / Et₃N; copper(II) acetate / 72 h / 20 °C

8: ammonia / ethane-1,2-diol / 2 h / 85 °C

9: 78 percent / K₂CO₃ / dimethylsulfoxide / 16 h / 85 °C

10: 86 percent / NaBH(OAc)3; AcOH / CH₂Cl₂; methanol / 2 h / 20 °C

With hydrogenchloride; phosphorus pentachloride; potassium tert-butylate; ammonia; hydrogen; copper diacetate; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; ethylene glycol; dimethyl sulfoxide; toluene;
DOI:10.1016/j.bmcl.2006.11.071

Reference yield:

: 543745-04-6
1'-benzyl-3,3-dichloro-1,4'-bipiperidin-2-one

: 543745-10-4
1-(4-methoxyphenyl)-6-(1-{2-[(methylamino)methyl]phenyl}-4-piperidinyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / Heating

2: Et₃N / toluene / 85 °C

3: aq. HCl / CH₂Cl₂ / 4 h / 20 °C

4: 94 percent / H₂; HOAc / Pd/C / methanol / 3 h / 20 °C

5: 50 percent / Et₃N; copper(II) acetate / 72 h / 20 °C

6: ammonia / ethane-1,2-diol / 2 h / 85 °C

7: 78 percent / K₂CO₃ / dimethylsulfoxide / 16 h / 85 °C

8: 86 percent / NaBH(OAc)3; AcOH / CH₂Cl₂; methanol / 2 h / 20 °C

With hydrogenchloride; ammonia; hydrogen; copper diacetate; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethylene glycol; dimethyl sulfoxide; toluene;
DOI:10.1016/j.bmcl.2006.11.071