1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

Base Information

Chemical Name:1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]
CAS No.:1071835-76-1
Molecular Formula:C₁₉H₂₄FN₃O₂
Molecular Weight:345.417
Hs Code.:

Synonyms:1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

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Chemical Property of 1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

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Technology Process of 1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

There total 7 articles about 1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole] 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: 66.0%

: 1071835-74-9
6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

: 459-57-4
4-fluorobenzaldehyde

: 1071835-76-1
1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

Guidance literature:: 6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]; 4-fluorobenzaldehyde; With sodium tris(acetoxy)borohydride; In 1,1-dichloroethane; at 20 ℃; for 19h;

With water; sodium hydrogencarbonate; In 1,1-dichloroethane;

Reference yield:

: 1071835-73-8
1-benzyl-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

: 1071835-76-1
1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; ammonium formate / methanol / 0.42 h / Reflux

2: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 19 h / 20 °C

With palladium 10% on activated carbon; ammonium formate; sodium tris(acetoxy)borohydride; In methanol; 1,2-dichloro-ethane;
DOI:10.1021/jm200585k

Reference yield:

: 3612-20-2
1-phenylmethyl-4-piperidone

: 1071835-76-1
1-(4-fluorobenzyl)-6'-methoxy-1'-methyl-6',7'-dihydro-1'H-spiro[piperidine-4,4'-pyrano[4,3-c]pyrazole]

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

1.2: 21.5 h / -78 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / 24 h / 20 °C

3.1: palladium 10% on activated carbon; ammonium formate / methanol / 0.42 h / Reflux

4.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 19 h / 20 °C

With n-butyllithium; palladium 10% on activated carbon; ammonium formate; sodium tris(acetoxy)borohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; 1,2-dichloro-ethane;
DOI:10.1021/jm200585k