2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide

Base Information

• Chemical Name: 2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide
• CAS No.: 1022947-02-9
• Molecular Formula: C₂₆H₂₅ClN₆O₂
• Molecular Weight: 488.977

Synonyms:2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide

Chemical Property of 2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide

Chemical Property:

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Technology Process of 2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide

There total 6 articles about 2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide 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: 15.0%

1-methyl-7-amino-2,3,4,5-tetrahydro-1H-benzo[b]azepin-2-one (53841-98-8) + 2-(2,5-dichloro-pyrimidin-4-ylamino)-N-methyl-N-prop-2-ynyl-benzamide (1022947-01-8) → 2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide (1022947-02-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; isopropyl alcohol; at 130 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1016/j.bmcl.2010.11.045

Reference yield:

1,3,4,5-Tetrahydro-7-nitro-2H-benzazepin-2-on (22246-45-3) → 2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide (1022947-02-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: 10% palladium on activated carbon; hydrazine hydrate / ethanol / 60 °C

3.1: hydrogenchloride / 1,4-dioxane; isopropyl alcohol / 0.33 h / 130 °C / Microwave irradiation

With hydrogenchloride; 10% palladium on activated carbon; sodium hydride; hydrazine hydrate; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmcl.2010.11.045

Reference yield:

1-methyl-7-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepin-2-one (1022954-12-6) → 2-[5-chloro-2-(1-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-N-methyl-N-prop-2-ynyl-benzamide (1022947-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 10% palladium on activated carbon; hydrazine hydrate / ethanol / 60 °C

2: hydrogenchloride / 1,4-dioxane; isopropyl alcohol / 0.33 h / 130 °C / Microwave irradiation

With hydrogenchloride; 10% palladium on activated carbon; hydrazine hydrate; In 1,4-dioxane; ethanol; isopropyl alcohol;

DOI:10.1016/j.bmcl.2010.11.045

upstream raw materials:

1-methyl-7-amino-2,3,4,5-tetrahydro-1H-benzo[b]azepin-2-one

2-(2,5-dichloro-pyrimidin-4-ylamino)-N-methyl-N-prop-2-ynyl-benzamide

1-methyl-7-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepin-2-one

isatoic anhydride

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