N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide

Base Information

Chemical Name:N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide
CAS No.:1365837-42-8
Molecular Formula:C₂₄H₃₀N₈O₂S
Molecular Weight:494.621
Hs Code.:

Synonyms:N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide

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Chemical Property of N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide

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Technology Process of N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide

There total 6 articles about N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide 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: 44.0%

: 1365838-74-9
N₂-(trans-4-aminocyclohexyl)-6-(4-morpholinylmethyl)-N₄-[1,3]thiazolo[5,4-b]pyridin-2-yl-2,4-pyrimidinediamine

: 814-68-6,25189-84-8
acryloyl chloride

: 1365837-42-8
N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 0.166667h;

Reference yield:

: 6299-85-0
2,6-dichloropyrimidine-4-carboxylic acid methyl ester

: 1365837-42-8
N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 96 h / 20 °C

2.1: 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine / tetrahydrofuran / 3 h / 20 °C

3.1: borane-THF / tetrahydrofuran / 0 - 50 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

3.3: pH 14

4.1: trifluoroacetic acid / dichloromethane / 20 - 40 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.08 h / 20 °C / Cooling

6.1: isopropyl alcohol / 1 h / 170 °C / Microwave irradiation

7.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 0.17 h / 20 °C

With borane-THF; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;

Reference yield:

: 1365838-64-7
methyl 2-chloro-6-((2,4,4-trimethylpentan-2-yl)amino)pyrimidine-4-carboxylate

: 1365837-42-8
N-(trans-4-{[4-(4-morpholinylmethyl)-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyrimidinyl]amino}cyclohexyl)-2-propenamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine / tetrahydrofuran / 3 h / 20 °C

2.1: borane-THF / tetrahydrofuran / 0 - 50 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

2.3: pH 14

3.1: trifluoroacetic acid / dichloromethane / 20 - 40 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.08 h / 20 °C / Cooling

5.1: isopropyl alcohol / 1 h / 170 °C / Microwave irradiation

6.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 0.17 h / 20 °C

With borane-THF; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;