5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid

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Chemical Name:5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid
CAS No.:1616925-37-1
Molecular Formula:C₂₅H₂₄N₄O₄
Molecular Weight:444.49
Hs Code.:

Synonyms:5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid

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Chemical Property of 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid

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Technology Process of 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid

There total 13 articles about 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid 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: 62.0%

: 1616925-36-0
5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid tert-butyl ester

: 1616925-37-1
5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; water; for 24h; Reflux;

Reference yield:

: 271-63-6
7-Azaindole

: 1616925-37-1
5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 13 steps

1: sodium hydride / tetrahydrofuran / 6.5 h / 0 - 20 °C

2: sodium hydride / diethyl ether; dimethyl sulfoxide / 24.5 h / 0 - 20 °C

3: lithium hydroxide monohydrate / water / 24 h / Reflux

4: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 0 - 20 °C

5: diethyl ether; tetrahydrofuran / 1 h / -5 - 0 °C

6: silver(I) acetate / water; 1,4-dioxane / 2 h / 20 °C

7: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; ammonium carbonate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

8: 1,3,5-trichloro-2,4,6-triazine / N,N-dimethyl-formamide / 0.5 h / 20 °C

9: hydroxylamine / ethanol; water / 16 h / 60 °C

10: 3 h / 20 °C

11: hydrogen; palladium 10% on activated carbon / ethanol / 0.5 h / 20 °C

12: sodium methylate / methanol / 16 h / 0 - 20 °C

13: lithium hydroxide monohydrate / tetrahydrofuran; water / 24 h / Reflux

With 1,3,5-trichloro-2,4,6-triazine; oxalyl dichloride; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; hydroxylamine; sodium methylate; silver(I) acetate; ammonium carbonate; sodium hydride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 152662-64-1
1-pyrrolo[2,3-b]pyridin-1-ylcyclopentanecarbonitrile

: 1616925-37-1
5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-ylcyclopentylmethyl)pyrimidine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 11 steps

1: lithium hydroxide monohydrate / water / 24 h / Reflux

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 0 - 20 °C

3: diethyl ether; tetrahydrofuran / 1 h / -5 - 0 °C

4: silver(I) acetate / water; 1,4-dioxane / 2 h / 20 °C

5: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; ammonium carbonate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

6: 1,3,5-trichloro-2,4,6-triazine / N,N-dimethyl-formamide / 0.5 h / 20 °C

7: hydroxylamine / ethanol; water / 16 h / 60 °C

8: 3 h / 20 °C

9: hydrogen; palladium 10% on activated carbon / ethanol / 0.5 h / 20 °C

10: sodium methylate / methanol / 16 h / 0 - 20 °C

11: lithium hydroxide monohydrate / tetrahydrofuran; water / 24 h / Reflux

With 1,3,5-trichloro-2,4,6-triazine; oxalyl dichloride; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; hydroxylamine; sodium methylate; silver(I) acetate; ammonium carbonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;