2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol

Base Information

Chemical Name:2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol
CAS No.:1397286-96-2
Molecular Formula:C₂₄H₂₉ClN₆OS
Molecular Weight:485.053
Hs Code.:

Synonyms:2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol

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Chemical Property of 2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol

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Technology Process of 2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol

There total 4 articles about 2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol 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: 48.0%

: 21734-85-0
5-chloro-3-methyl-1,2,4-thiazole

: 2-[2-[(rac)-(3-endo)-(8-aza-bicyclo[3.2.1]oct-3-yl)amino]-6-(4-chloro-benzyl)-pyrimidin-4-yl]-propan-2-ol hydrochloride

: 1397286-96-2
2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol

Guidance literature:: With palladium diacetate; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; CyJohnPhos; In 1,4-dioxane; at 150 ℃; for 1h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 185099-67-6
N-Boc-nortropinone

: 1397286-96-2
2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: hydroxylamine hydrochloride; sodium carbonate / ethanol; water / 20 °C / Reflux; Inert atmosphere

2: hydrogen; acetic acid / N-ethyl-N,N-diisopropylamine / ethanol / 20 °C

3: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 150 °C / Microwave irradiation

4: hydrogenchloride / dichloromethane; diethyl ether / 20 °C

5: N-ethyl-N,N-diisopropylamine; CyJohnPhos; sodium t-butanolate; palladium diacetate / 1,4-dioxane / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

With hydrogenchloride; hydroxylamine hydrochloride; hydrogen; palladium diacetate; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; CyJohnPhos; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water;

Reference yield:

: (rac)-3-[(Z)-hydroxyimino]-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

: 1397286-96-2
2-{6-(4-chloro-benzyl)-2-[(rac)-3-endo-8-(3-methyl-[1,2,4]thiadiazol-5-yl)-8-aza-bicyclo[3.2.1]oct-3-ylamino]-pyrimidin-4-yl}-propan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen; acetic acid / N-ethyl-N,N-diisopropylamine / ethanol / 20 °C

2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 150 °C / Microwave irradiation

3: hydrogenchloride / dichloromethane; diethyl ether / 20 °C

4: N-ethyl-N,N-diisopropylamine; CyJohnPhos; sodium t-butanolate; palladium diacetate / 1,4-dioxane / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

With hydrogenchloride; hydrogen; palladium diacetate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; CyJohnPhos; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane;