3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile

Base Information

• Chemical Name: 3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile
• CAS No.: 588731-52-6
• Molecular Formula: C₂₄H₁₇Cl₃N₄O
• Molecular Weight: 483.784

Synonyms:3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile

Chemical Property of 3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile

Chemical Property:

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Technology Process of 3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile

There total 7 articles about 3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile 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:

(3,5-dichlorophenyl)boronic acid (67492-50-6) → 3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile (588731-52-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd(PPh₃)4; aq. Na₂CO₃ / toluene / 90 °C

2: NBS; AIBN / CCl₄

3: Ag₂O / CH₂Cl₂

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); sodium carbonate; silver(l) oxide; In tetrachloromethane; dichloromethane; toluene; 1: Suzuki coupling;

DOI:10.1016/S0960-894X(03)00195-1

Reference yield:

6-Chloronicotinic acid methyl ester (73781-91-6) → 3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile (588731-52-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 44 percent / LAH / tetrahydrofuran

2.1: 78 percent / PCC / CH₂Cl₂

3.1: t-BuLi / tetrahydrofuran / -78 °C

3.2: 80 percent / tetrahydrofuran

4.1: Ag₂O / CH₂Cl₂

With lithium aluminium tetrahydride; tert.-butyl lithium; pyridinium chlorochromate; silver(l) oxide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(03)00195-1

Reference yield:

6-chloronicotinylaldehyde (23100-12-1) → 3',5'-dichloro-6-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-biphenyl-3-carbonitrile (588731-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuLi / tetrahydrofuran / -78 °C

1.2: 80 percent / tetrahydrofuran

2.1: Ag₂O / CH₂Cl₂

With tert.-butyl lithium; silver(l) oxide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(03)00195-1

upstream raw materials:

(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methanol

6-bromomethyl-3',5'-dichloro-biphenyl-3-carbonitrile

6-Chloronicotinic acid methyl ester

6-chloronicotinylaldehyde

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