phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate

Base Information

Chemical Name:phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate
CAS No.:1309778-65-1
Molecular Formula:C₂₅H₁₉ClN₆O₃S
Molecular Weight:518.983
Hs Code.:

Synonyms:phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate

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Chemical Property of phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate

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Technology Process of phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate

There total 8 articles about phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate 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:

: 1198803-11-0
N-[6-(5-amino-6-chloro-3-pyridinyl)-2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-4-yl]-2-methyl-1,3-thiazole-4-carboxamide

: 501-53-1,94274-21-2
benzyl chloroformate

: 1309778-65-1
phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate

Guidance literature:: With pyridine; dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

Reference yield:

: 55842-53-0
2-methyl-4-thiazolecarbonyl chloride

: 1309778-65-1
phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 1 h / 20 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.5 h / 80 °C / Microwave irradiation

3: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.33 h / 140 °C / Microwave irradiation

4: dmap; N-ethyl-N,N-diisopropylamine; pyridine / dichloromethane / 20 °C

With pyridine; dmap; potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane;

Reference yield:

: 885518-46-7
6-bromo-4-nitro-1H-indazole

: 1309778-65-1
phenylmethyl [2-chloro-5-(4-{[(2-methyl-1,3-thiazol-4-yl)carbonyl]amino}-1H-indazol-6-yl)-3-pyridinyl]carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: trifluoroacetic acid / 1.5 h / Reflux

2: ammonium chloride; iron / ethanol; water / 2.5 h / 80 °C

3: pyridine / dichloromethane / 1 h / 20 °C

4: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.5 h / 80 °C / Microwave irradiation

5: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.33 h / 140 °C / Microwave irradiation

6: dmap; N-ethyl-N,N-diisopropylamine; pyridine / dichloromethane / 20 °C

With pyridine; dmap; potassium acetate; iron; sodium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; ethanol; dichloromethane; water;