4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester

Base Information

Chemical Name:4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester
CAS No.:253594-44-4
Molecular Formula:C₂₇H₃₈N₄O₃S
Molecular Weight:498.69
Hs Code.:

Synonyms:4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester

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Chemical Property of 4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester

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Technology Process of 4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester

There total 6 articles about 4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester 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: 54.0%

: 253594-42-2
3-iodo-6-(4-methoxy-phenylsulfanyl)-pyridazine

: 253594-63-7
1-(tert-butoxycarbonyl)-4-[(4-methylene)-piperdin-1-yl]-piperidine

: 253594-44-4
4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: 1-(tert-butoxycarbonyl)-4-[(4-methylene)-piperdin-1-yl]-piperidine; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; for 1h; Heating;

3-iodo-6-(4-methoxy-phenylsulfanyl)-pyridazine; With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 60 ℃; for 3h;
DOI:10.1021/jo0007682

Reference yield:

: C₁₇H₂₁N₃OS

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 253594-44-4
4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: With sodium tris(acetoxy)borohydride; In dichloromethane; for 24h;

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 253594-44-4
4-[6-[(4-methoxyphenyl)thio]-3-pyridazinylmethyl]-[1,4']-bipiperidinyl-1'-carboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: DBU / CH₂Cl₂

1.2: 97 percent / NaBH(OAc)3 / acetic acid

2.1: 9-BBN / tetrahydrofuran / 1 h / Heating

2.2: 54 percent / K₂CO₃ / Pd(dppf)Cl₂*CH₂Cl₂ / dimethylformamide; H₂O; tetrahydrofuran / 3 h / 60 °C

With 9-borabicyclo[3.3.1]nonane dimer; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; 2.2: Suzuki coupling;
DOI:10.1021/jo0007682