[4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone

Base Information

Chemical Name:[4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone
CAS No.:305794-30-3
Molecular Formula:C₂₇H₃₃BrN₂O₂
Molecular Weight:497.475
Hs Code.:

Synonyms:[4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone

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Chemical Property of [4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone

Chemical Property:

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Technology Process of [4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone

There total 8 articles about [4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone 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: 97.0%

: 21900-37-8
2,6-dimethylbenzoyl chloride

: 305794-44-9
(4-bromo-phenyl)-(4'-methyl-[1,4']bipiperidinyl-4-yl)-methanone

: 305794-30-3
[4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone

Guidance literature:: With sodium hydroxide; In dichloromethane; water; at 20 ℃;

Reference yield:

: 632-46-2
2,6-dimethylbenzoic acid

: 305794-44-9
(4-bromo-phenyl)-(4'-methyl-[1,4']bipiperidinyl-4-yl)-methanone

: 305794-30-3
[4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jm0200815

Reference yield:

: 498-94-2
isonipecotic acid

: 305794-30-3
[4-(4-bromo-benzoyl)-4'-methyl-[1,4']bipiperidinyl-1'-yl]-(2,6-dimethyl-phenyl)-methanone

Guidance literature:: Multi-step reaction with 10 steps

1: 4 h / Heating

2: SOCl₂ / Heating

3: AlCl₃ / 4 h / Heating

4: p-TsOH / Heating

5: 95 percent / aq. K₂CO₃ / methanol / 20 °C

6: Ti(OiPr)4 / 1,2-dichloro-ethane / 12 h / 20 °C

7: 7.3 g / 3 h / 20 °C

8: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

9: 6 N HCl / ethyl acetate / 24 h / 20 °C

10: EDCI; iPr₂NEt; HOBT / CH₂Cl₂ / 12 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; aluminium trichloride; thionyl chloride; methylmagnesium bromide; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; 3: Friedel-Crafts acylation;
DOI:10.1021/jm0200815