4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Base Information

Chemical Name:4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile
CAS No.:1616435-01-8
Molecular Formula:C₂₇H₃₁ClN₆O
Molecular Weight:491.036
Hs Code.:

4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Synonyms:4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

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Chemical Property of 4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

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Technology Process of 4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

There total 19 articles about 4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-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: 86.0%

: 1616434-31-1
2-bromo-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

: 1616435-00-7
(4aR,7aR)-octahydrocyclopenta[b][1,4]oxazine

: 1616435-01-8
4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Guidance literature:: With potassium fluoride; N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 100 ℃; Sealed tube;
DOI:10.1021/acs.jmedchem.1c01524

Reference yield:

: 1616434-24-2
4,6-dichloro-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine

: 1616435-01-8
4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane; water / 3 h / 90 °C / Inert atmosphere; Sealed tube

2: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; palladium diacetate; sulfuric acid / N,N-dimethyl acetamide / 3.5 h / 100 °C / Inert atmosphere

3: N-Bromosuccinimide / chloroform / 1 h / Reflux

4: N-ethyl-N,N-diisopropylamine; potassium fluoride / dimethyl sulfoxide / 16 h / 100 °C / Sealed tube

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; N-Bromosuccinimide; sulfuric acid; palladium diacetate; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; zinc; In 1,4-dioxane; chloroform; N,N-dimethyl acetamide; water; dimethyl sulfoxide;

Reference yield:

: 1616434-29-7
6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine

: 1616435-01-8
4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; palladium diacetate; sulfuric acid / N,N-dimethyl acetamide / 3.5 h / 100 °C / Inert atmosphere

2: N-Bromosuccinimide / chloroform / 1 h / Reflux

3: N-ethyl-N,N-diisopropylamine; potassium fluoride / dimethyl sulfoxide / 16 h / 100 °C / Sealed tube

With potassium fluoride; N-Bromosuccinimide; sulfuric acid; palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; zinc; In chloroform; N,N-dimethyl acetamide; dimethyl sulfoxide;