(5S)-5-amino-3-benzyl-7-hydroxy-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[34-b]pyridin-6-one

Base Information

Chemical Name:(5S)-5-amino-3-benzyl-7-hydroxy-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[34-b]pyridin-6-one
CAS No.:1380347-92-1
Molecular Formula:C₁₄H₁₆N₄O₂
Molecular Weight:272.307
Hs Code.:

Synonyms:

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Chemical Property of (5S)-5-amino-3-benzyl-7-hydroxy-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[34-b]pyridin-6-one

Chemical Property:

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Technology Process of (5S)-5-amino-3-benzyl-7-hydroxy-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[34-b]pyridin-6-one

There total 10 articles about (5S)-5-amino-3-benzyl-7-hydroxy-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[34-b]pyridin-6-one 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:

: 42754-59-6
2-(1-Methoxy-2-phenylethylidene)malononitrile

: 1380347-92-1
(5S)-5-amino-3-benzyl-7-hydroxy-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[34-b]pyridin-6-one

Guidance literature:: Multi-step reaction with 11 steps

1: ethanol / Reflux

2: sodium hydroxide; water / Reflux

3: sodium nitrite; tetrafluoroboric acid / water

4: dimethylsulfide borane complex / tetrahydrofuran / -20 °C / Reflux

5: carbon tetrabromide; triphenylphosphine / dichloromethane

6: O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; cesiumhydroxide monohydrate / dichloromethane / -30 °C

7: trifluoroacetic acid / dichloromethane

8: sodium hydroxide / tetrahydrofuran

9: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane

10: platinum on carbon; hydrogen / pyridine / 1551.49 Torr

11: hydrogenchloride / 1,4-dioxane

With hydrogenchloride; dmap; tetrafluoroboric acid; cesiumhydroxide monohydrate; carbon tetrabromide; dimethylsulfide borane complex; platinum on carbon; O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; pyridine; ethanol; dichloromethane; water;
DOI:10.1016/j.bmcl.2013.02.039

Reference yield:

: 1380347-94-3
5-amino-3-benzyl-1-methyl-1H-pyrazole-4-carbonitrile

: 1380347-92-1
(5S)-5-amino-3-benzyl-7-hydroxy-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[34-b]pyridin-6-one

Guidance literature:: Multi-step reaction with 10 steps

1: sodium hydroxide; water / Reflux

2: sodium nitrite; tetrafluoroboric acid / water

3: dimethylsulfide borane complex / tetrahydrofuran / -20 °C / Reflux

4: carbon tetrabromide; triphenylphosphine / dichloromethane

5: O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; cesiumhydroxide monohydrate / dichloromethane / -30 °C

6: trifluoroacetic acid / dichloromethane

7: sodium hydroxide / tetrahydrofuran

8: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane

9: platinum on carbon; hydrogen / pyridine / 1551.49 Torr

10: hydrogenchloride / 1,4-dioxane

With hydrogenchloride; dmap; tetrafluoroboric acid; cesiumhydroxide monohydrate; carbon tetrabromide; dimethylsulfide borane complex; platinum on carbon; O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water;
DOI:10.1016/j.bmcl.2013.02.039

Reference yield:

: 1268522-40-2
5-amino-3-benzyl-1-methyl-1H-pyrazole-4-carboxylic acid

: 1380347-92-1
(5S)-5-amino-3-benzyl-7-hydroxy-1-methyl-1,4,5,7-tetrahydro-6H-pyrazolo[34-b]pyridin-6-one

Guidance literature:: Multi-step reaction with 9 steps

1: sodium nitrite; tetrafluoroboric acid / water

2: dimethylsulfide borane complex / tetrahydrofuran / -20 °C / Reflux

3: carbon tetrabromide; triphenylphosphine / dichloromethane

4: O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; cesiumhydroxide monohydrate / dichloromethane / -30 °C

5: trifluoroacetic acid / dichloromethane

6: sodium hydroxide / tetrahydrofuran

7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane

8: platinum on carbon; hydrogen / pyridine / 1551.49 Torr

9: hydrogenchloride / 1,4-dioxane

With hydrogenchloride; dmap; tetrafluoroboric acid; cesiumhydroxide monohydrate; carbon tetrabromide; dimethylsulfide borane complex; platinum on carbon; O-allyl-N-(9-anthracenylmethyl)cinchonidinium bromide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water;
DOI:10.1016/j.bmcl.2013.02.039