2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide

Base Information

Chemical Name:2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide
CAS No.:1376608-13-7
Molecular Formula:C₂₆H₃₂F₂N₈O₂
Molecular Weight:526.589
Hs Code.:

2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide

Synonyms:2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide

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Chemical Property of 2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide

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Technology Process of 2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide

There total 16 articles about 2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide 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:

: 1376609-96-9
[(3R,4S)-4-(2,5-difluorophenyl)-1-(5-{[1-(3-isopropyl-[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)carbamoyl}pyrimidin-2-yl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

: 1376608-13-7
2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h;

Reference yield:

: 2646-90-4
2,5-difluorobenzaldehyde

: 1376608-13-7
2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hydroxide / water; methanol / 0.67 h / 4 - 6 °C

1.2: Cooling with ice

2.1: dmap / 18 h / 0 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 1 h / -5 - 30 °C

4.1: hydrogen / RaNi / industrial methylated spritis / 18 h / 20 °C / 37503.8 Torr / Autoclave

5.1: di-tert-butyl dicarbonate / tetrahydrofuran / 18 h / 0 - 20 °C

6.1: isopropyl alcohol; diethyl ether; 2-Methylpentane / Resolution of racemate; Autoclave

7.1: hydrogen / palladium 10% on activated carbon / toluene; industrial methylated spirits / 78 h / 20 - 60 °C

8.1: triethylamine / 1,2-dichloro-ethane / 16 h / 20 °C

9.1: sodium hydroxide / water; tetrahydrofuran / 16 h / 20 °C

9.2: pH 6

10.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / 16.3 h / 20 °C

11.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

With dmap; di-tert-butyl dicarbonate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; industrial methylated spirits; diethyl ether; 2-Methylpentane; dichloromethane; industrial methylated spritis; water; 1,2-dichloro-ethane; isopropyl alcohol; toluene;

Reference yield:

: 951127-26-7
1-(2,5-difluorophenyl)-2-nitroethanol

: 1376608-13-7
2-[(3R,4S)-3-amino-4-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrimidine-5-carboxylic acid [1-(3-isopropyl[1,2,4]oxadiazol-5-yl)piperidin-4-yl](methyl)amide

Guidance literature:: Multi-step reaction with 10 steps

1.1: dmap / 18 h / 0 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 1 h / -5 - 30 °C

3.1: hydrogen / RaNi / industrial methylated spritis / 18 h / 20 °C / 37503.8 Torr / Autoclave

4.1: di-tert-butyl dicarbonate / tetrahydrofuran / 18 h / 0 - 20 °C

5.1: isopropyl alcohol; diethyl ether; 2-Methylpentane / Resolution of racemate; Autoclave

6.1: hydrogen / palladium 10% on activated carbon / toluene; industrial methylated spirits / 78 h / 20 - 60 °C

7.1: triethylamine / 1,2-dichloro-ethane / 16 h / 20 °C

8.1: sodium hydroxide / water; tetrahydrofuran / 16 h / 20 °C

8.2: pH 6

9.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / 16.3 h / 20 °C

10.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

With dmap; di-tert-butyl dicarbonate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; industrial methylated spirits; diethyl ether; 2-Methylpentane; dichloromethane; industrial methylated spritis; water; 1,2-dichloro-ethane; isopropyl alcohol; toluene;