4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

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Chemical Name:4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide
CAS No.:1416784-40-1
Molecular Formula:C₂₄H₂₄N₈O
Molecular Weight:440.508
Hs Code.:

Synonyms:4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

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Chemical Property of 4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

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Technology Process of 4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

There total 3 articles about 4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide 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: 78.0%

: 1416784-90-1
4-{3-(cyanomethyl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

: 1416784-40-1
4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

Guidance literature:: 4-{3-(cyanomethyl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;

With ammonium hydroxide; ethylenediamine; In methanol; water; at 20 ℃; for 3h;

Reference yield:

: 586-76-5
4-Bromobenzoic acid

: 1416784-40-1
4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / 1 h / 100 °C / Microwave irradiation

1.2: 1 h / 0 °C

2.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / toluene / 20 - 105 °C / Inert atmosphere; Sealed vial

3.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

3.2: 3 h / 20 °C

With thionyl chloride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; palladium diacetate; In dichloromethane; toluene;

Reference yield:

: 336182-29-7
4-bromo-N-isopropyl-benzamide

: 1416784-40-1
4-{3-(cyanomethyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-isopropylbenzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / toluene / 20 - 105 °C / Inert atmosphere; Sealed vial

2.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

2.2: 3 h / 20 °C

With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; palladium diacetate; In dichloromethane; toluene;