4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

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Chemical Name:4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide
CAS No.:1143532-71-1
Molecular Formula:C₂₄H₃₂ClN₇O
Molecular Weight:470.017
Hs Code.:

Synonyms:4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

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Chemical Property of 4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

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Technology Process of 4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

There total 7 articles about 4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide 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: 36.0%

: 956460-96-1
4-(tert-butoxycarbonylamino)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxylic acid

: 1025437-35-7
1-(4-chlorophenyl)-N⁴,N⁴-dimethylbutane-1,4-diamine

: 1143532-71-1
4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dimethoxyethane; for 16h; Inert atmosphere;
DOI:10.1021/jm301762v

Reference yield: 35.8%

: 1143535-96-9
tert-butyl 4-(1-(4-chlorophenyl)-4-(dimethylamino)butylcarbamoyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-ylcarbamate

: 1143532-71-1
4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

: 1143533-97-4
ethyl 4-(4-chlorophenyl)-4-(methoxyimino)butanoate

: 1143532-71-1
4-amino-N-(1-(4-chlorophenyl)-4-(dimethylamino)butyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hydroxide monohydrate / water; tetrahydrofuran; ethanol / 24 h / 20 °C

2.1: borane-THF / tetrahydrofuran / 7.3 h / 20 °C / Inert atmosphere; Cooling; Reflux

2.2: 2 h / 20 °C / Cooling with ice

2.3: 4 h / 90 °C / Cooling with ice

3.1: dichloromethane / 24 h / 20 - 25 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 0.75 h / 20 - 25 °C / Inert atmosphere

5.1: tetrahydrofuran / 0.67 h / 120 °C / Microwave irradiation

5.2: 2 h / 20 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / 1,2-dimethoxyethane / 16 h / Inert atmosphere

With borane-THF; lithium hydroxide monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water;
DOI:10.1021/jm301762v