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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/1069.html Product Name 4-[(5-Bromo-2-chlorophenyl)methyl]phenol CAS No.
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inquirytrans-4-methylcyclohexylamine hydrochloride
trans-4-methylcyclohexylamine hydrochloride
Conditions | Yield |
---|---|
In methanol; acetone at 25 - 30℃; for 3h; |
formic acid
trans-4-methylcyclohexylamine hydrochloride
N-(4-methylcyclohexyl)formamide
Conditions | Yield |
---|---|
With sodium formate at 120 - 140℃; for 2h; |
trans-4-methylcyclohexylamine hydrochloride
trans-N,4-dimethylcyclohexylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: HCO2Na / 2 h / 120 - 140 °C 2: LiAlH4 / diethyl ether View Scheme |
trans-4-methylcyclohexylamine hydrochloride
trans-4.N-Dimetil-N-(2.4-dinitrofenil)cicloesilammina
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: HCO2Na / 2 h / 120 - 140 °C 2: LiAlH4 / diethyl ether 3: NaOEt / ethanol / Heating View Scheme |
quinoxaline-2-carboxylic acid chloride
trans-4-methylcyclohexylamine hydrochloride
1-methylcyclohexan-4-one
A
N-(trans-4-methylcyclohexyl)-2-quinoxalinecarboxamide
Conditions | Yield |
---|---|
With pyridine; hydroxylamine In ethanol; dichloromethane; water; ethyl acetate |
2-amino-4-chloropyrimidine
trans-4-methylcyclohexylamine hydrochloride
N4-((1r,4r)-4-methylcyclohexyl)pyridine-2,4-diamine
Conditions | Yield |
---|---|
With triethylamine In butan-1-ol for 36h; Reflux; | |
With triethylamine In butan-1-ol for 36h; Reflux; Inert atmosphere; | 1770 g |
trans-4-methylcyclohexylamine hydrochloride
9-((1r,4r)-4-methylcyclohexyl)-N-(5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 View Scheme | |
Multi-step reaction with 6 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux; Inert atmosphere 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2.16 h / 10 - 20 °C / Inert atmosphere 3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 2.25 h / -74 - 0 °C / Inert atmosphere 3.2: 0.58 h / -60 °C / Inert atmosphere 3.3: Reflux; Inert atmosphere 4.1: lithium hexamethyldisilazane / 1-methyl-pyrrolidin-2-one / 90 °C / Inert atmosphere 5.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane / 0.17 h / Inert atmosphere 5.2: 3 h / 100 °C / Inert atmosphere 6.1: hydrogenchloride; water / methanol / 20 °C / Inert atmosphere View Scheme |
trans-4-methylcyclohexylamine hydrochloride
5-iodo-N4-((1R,4R)-4-methylcyclohexyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine / butan-1-ol / 36 h / Reflux 2: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / butan-1-ol / 36 h / Reflux; Inert atmosphere 2: N-iodo-succinimide / N,N-dimethyl-formamide / 2.16 h / 10 - 20 °C / Inert atmosphere View Scheme |
trans-4-methylcyclohexylamine hydrochloride
5-(3-fluoropyridin-4-yl)-N4-((1R,4R)-4-methylcyclohexyl)pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine / butan-1-ol / 36 h / Reflux 2: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux; Inert atmosphere 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2.16 h / 10 - 20 °C / Inert atmosphere 3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 2.25 h / -74 - 0 °C / Inert atmosphere 3.2: 0.58 h / -60 °C / Inert atmosphere 3.3: Reflux; Inert atmosphere View Scheme |
trans-4-methylcyclohexylamine hydrochloride
9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: triethylamine / butan-1-ol / 36 h / Reflux 2: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux; Inert atmosphere 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2.16 h / 10 - 20 °C / Inert atmosphere 3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 2.25 h / -74 - 0 °C / Inert atmosphere 3.2: 0.58 h / -60 °C / Inert atmosphere 3.3: Reflux; Inert atmosphere 4.1: lithium hexamethyldisilazane / 1-methyl-pyrrolidin-2-one / 90 °C / Inert atmosphere View Scheme |
trans-4-methylcyclohexylamine hydrochloride
tert-butyl 2-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: triethylamine / butan-1-ol / 36 h / Reflux 2: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5: sodium t-butanolate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux; Inert atmosphere 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2.16 h / 10 - 20 °C / Inert atmosphere 3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 2.25 h / -74 - 0 °C / Inert atmosphere 3.2: 0.58 h / -60 °C / Inert atmosphere 3.3: Reflux; Inert atmosphere 4.1: lithium hexamethyldisilazane / 1-methyl-pyrrolidin-2-one / 90 °C / Inert atmosphere 5.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane / 0.17 h / Inert atmosphere 5.2: 3 h / 100 °C / Inert atmosphere View Scheme |
trans-4-methylcyclohexylamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: 1,4-dioxane / 0.17 h View Scheme |
trans-4-methylcyclohexylamine hydrochloride
2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-y}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]ethanol
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: 1,4-dioxane / 0.08 h 6.2: 0.17 h 7.1: hydrogenchloride / 1,4-dioxane / 0.5 h View Scheme |
trans-4-methylcyclohexylamine hydrochloride
2-(2-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)-2-oxoethyl acetate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux; Inert atmosphere 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2.16 h / 10 - 20 °C / Inert atmosphere 3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 2.25 h / -74 - 0 °C / Inert atmosphere 3.2: 0.58 h / -60 °C / Inert atmosphere 3.3: Reflux; Inert atmosphere 4.1: lithium hexamethyldisilazane / 1-methyl-pyrrolidin-2-one / 90 °C / Inert atmosphere 5.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane / 0.17 h / Inert atmosphere 5.2: 3 h / 100 °C / Inert atmosphere 6.1: hydrogenchloride; water / methanol / 20 °C / Inert atmosphere 7.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C / Inert atmosphere View Scheme |
trans-4-methylcyclohexylamine hydrochloride
2-hydroxy-1-(2-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C 7.1: sodium methylate / dichloromethane; methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux; Inert atmosphere 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2.16 h / 10 - 20 °C / Inert atmosphere 3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 2.25 h / -74 - 0 °C / Inert atmosphere 3.2: 0.58 h / -60 °C / Inert atmosphere 3.3: Reflux; Inert atmosphere 4.1: lithium hexamethyldisilazane / 1-methyl-pyrrolidin-2-one / 90 °C / Inert atmosphere 5.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane / 0.17 h / Inert atmosphere 5.2: 3 h / 100 °C / Inert atmosphere 6.1: hydrogenchloride; water / methanol / 20 °C / Inert atmosphere 7.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C / Inert atmosphere 8.1: methanol; sodium methylate / dichloromethane / 1 h / 20 °C / Inert atmosphere View Scheme |
trans-4-methylcyclohexylamine hydrochloride
2-hydroxy-1-(2-((9-((1R,4R)-4-methylcyclohexyl)-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)ethanone hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C 7.1: sodium methylate / dichloromethane; methanol / 1 h / 20 °C 8.1: hydrogenchloride / water View Scheme |
trans-4-methylcyclohexylamine hydrochloride
2-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]-2-oxoacetic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: pyridine / tetrahydrofuran / 20 °C 7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C View Scheme |
trans-4-methylcyclohexylamine hydrochloride
methyl 2-{[6-(2-methoxy-2-oxoacetyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl]{9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino}-2-oxoacetate
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: pyridine / tetrahydrofuran / 20 °C View Scheme |
trans-4-methylcyclohexylamine hydrochloride
9-[(1r,4r)-4-methylcyclohexyl]-N-[6-(3,3,3-trifluoropropyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-amine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: sodium tris(acetoxy)borohydride / 1,4-dioxane / 0.25 h View Scheme |
trans-4-methylcyclohexylamine hydrochloride
N-[6-(2-fluoroethyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl]-9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-amine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N,N-dimethyl-formamide; ethanol / 8.67 h / 90 °C View Scheme |
trans-4-methylcyclohexylamine hydrochloride
N-[6-(2-methoxyethyl)-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl]-9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-amine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 20 °C View Scheme |
trans-4-methylcyclohexylamine hydrochloride
tert-butyl 8-methyl-2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: triethylamine / butan-1-ol / 36 h / Reflux 2: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 1.5 h / 100 °C / Microwave radiation View Scheme |
trans-4-methylcyclohexylamine hydrochloride
5-(5-fluoro-2-methoxypyridin-4-yl)-N4-[(1r,4r)-4-methylcyclohexyl]pyrimidine-2,4-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: lithium diisopropyl amide / tetrahydrofuran / 1.83 h / -78 °C 3.2: Reflux View Scheme |
trans-4-methylcyclohexylamine hydrochloride
6-methoxy-9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-amine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: lithium diisopropyl amide / tetrahydrofuran / 1.83 h / -78 °C 3.2: Reflux 4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 105 °C / Inert atmosphere View Scheme |
trans-4-methylcyclohexylamine hydrochloride
(S)-2-hydroxy-1-[2-({9-[(1r,4r)-4-methylcyclohexyl]-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-yl}amino)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl]propan-1-one
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1,2-dichloro-ethane / chloroform / 4 h / 20 °C View Scheme |
trans-4-methylcyclohexylamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C 7.1: sodium methylate / dichloromethane; methanol / 1 h / 20 °C 8.1: phosphoric acid / dichloromethane; ethanol / 0.02 h View Scheme |
trans-4-methylcyclohexylamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C 7.1: sodium methylate / dichloromethane; methanol / 1 h / 20 °C 8.1: dichloromethane; ethanol / 0.02 h View Scheme |
trans-4-methylcyclohexylamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C 7.1: sodium methylate / dichloromethane; methanol / 1 h / 20 °C 8.1: dichloromethane; ethanol / 0.02 h View Scheme |
trans-4-methylcyclohexylamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C 7.1: sodium methylate / dichloromethane; methanol / 1 h / 20 °C 8.1: dichloromethane; ethanol / 0.02 h View Scheme |
trans-4-methylcyclohexylamine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: triethylamine / butan-1-ol / 36 h / Reflux 2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2 h / 10 - 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0) / hexane; tetrahydrofuran / Reflux 4.1: lithium hexamethyldisilazane / toluene; 1-methyl-pyrrolidin-2-one / 0.5 h / 20 - 90 °C / Inert atmosphere 5.1: hydrogenchloride / water; methanol / 20 °C 5.2: 0 °C / pH 9 6.1: N-ethyl-N,N-diisopropylamine / chloroform / 0.5 h / 20 °C 7.1: sodium methylate / dichloromethane; methanol / 1 h / 20 °C 8.1: dichloromethane; ethanol / 0.02 h View Scheme |
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