4-(5-chloropyridin-3-yl)-2-[(4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

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Chemical Name:4-(5-chloropyridin-3-yl)-2-[(4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide
CAS No.:1658500-55-0
Molecular Formula:C₂₈H₃₆ClN₇O₂
Molecular Weight:538.093
Hs Code.:

4-(5-chloropyridin-3-yl)-2-[(4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

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

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

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

There total 17 articles about 4-(5-chloropyridin-3-yl)-2-[(4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide 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:

: 1658500-54-9
4-(5-chloropyridin-3-yl)-2-[(4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

: 1658500-55-0
4-(5-chloropyridin-3-yl)-2-[(4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Guidance literature:: With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; water; at 100 ℃; for 1h;

Reference yield:

: 2897-43-0
2,6-dichloro-3-nitropyridin-4-amine

: 1658500-55-0
4-(5-chloropyridin-3-yl)-2-[(4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Guidance literature:: Multi-step reaction with 12 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -20 - 20 °C

2: iron; water / ethanol / 10 h / 20 °C

3: toluene-4-sulfonic acid / toluene / 14 h / Dean-Stark; Reflux

4: acetic acid; sodium cyanoborohydride / ethanol / 4 h / 50 °C

5: hydrogenchloride / 1,4-dioxane / 12 h / 50 °C

6: 3 h / 100 °C

7: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane; water / 3 h / 90 °C / Inert atmosphere

8: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; palladium diacetate; sulfuric acid / N,N-dimethyl acetamide / 16 h / 80 °C / Inert atmosphere; Sealed tube

9: N-Bromosuccinimide / chloroform / 1.5 h / Reflux

10: Chiralpak IB, 21×250 mm / methanol; carbon dioxide / Resolution of racemate; liquid CO2

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

12: hydroxylamine hydrochloride; sodium hydrogencarbonate / water; ethanol / 1 h / 100 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; N-Bromosuccinimide; sulfuric acid; hydroxylamine hydrochloride; water; palladium diacetate; iron; sodium cyanoborohydride; sodium hydrogencarbonate; caesium carbonate; toluene-4-sulfonic acid; acetic acid; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; N,N-dimethyl acetamide; carbon dioxide; water; dimethyl sulfoxide; toluene;

Reference yield:

: 1313726-52-1
tert-butyl (2,6-dichloro-3-nitropyridin-4-yl)carbamate

: 1658500-55-0
4-(5-chloropyridin-3-yl)-2-[(4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(1R)-1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Guidance literature:: Multi-step reaction with 11 steps

1: iron; water / ethanol / 10 h / 20 °C

2: toluene-4-sulfonic acid / toluene / 14 h / Dean-Stark; Reflux

3: acetic acid; sodium cyanoborohydride / ethanol / 4 h / 50 °C

4: hydrogenchloride / 1,4-dioxane / 12 h / 50 °C

5: 3 h / 100 °C

6: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane; water / 3 h / 90 °C / Inert atmosphere

7: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; palladium diacetate; sulfuric acid / N,N-dimethyl acetamide / 16 h / 80 °C / Inert atmosphere; Sealed tube

8: N-Bromosuccinimide / chloroform / 1.5 h / Reflux

9: Chiralpak IB, 21×250 mm / methanol; carbon dioxide / Resolution of racemate; liquid CO2

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

11: hydroxylamine hydrochloride; sodium hydrogencarbonate / water; ethanol / 1 h / 100 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; N-Bromosuccinimide; sulfuric acid; hydroxylamine hydrochloride; water; palladium diacetate; iron; sodium cyanoborohydride; sodium hydrogencarbonate; caesium carbonate; toluene-4-sulfonic acid; acetic acid; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; zinc; In 1,4-dioxane; methanol; ethanol; chloroform; N,N-dimethyl acetamide; carbon dioxide; water; dimethyl sulfoxide; toluene;