1-methylethyl 4-[(7-{4-[(dimethylamino)sulfonyl]phenyl}-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]-1-piperidinecarboxylate

Base Information

• Chemical Name: 1-methylethyl 4-[(7-{4-[(dimethylamino)sulfonyl]phenyl}-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]-1-piperidinecarboxylate
• CAS No.: 1001399-10-5
• Molecular Formula: C₂₃H₃₁N₅O₅S
• Molecular Weight: 489.596
• Mol file: 1001399-10-5.mol

Synonyms:

Chemical Property of 1-methylethyl 4-[(7-{4-[(dimethylamino)sulfonyl]phenyl}-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]-1-piperidinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methylethyl 4-[(7-{4-[(dimethylamino)sulfonyl]phenyl}-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]-1-piperidinecarboxylate

There total 6 articles about 1-methylethyl 4-[(7-{4-[(dimethylamino)sulfonyl]phenyl}-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]-1-piperidinecarboxylate 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: 17.0%

→ 1-methylethyl 4-[(7-{4-[(dimethylamino)sulfonyl]phenyl}-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]-1-piperidinecarboxylate (1001399-10-5)

Guidance literature:

Reference yield:

4-(4-chloro-5,6-dihydro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-N,N-dimethylbenzenesulfonamide (1001399-09-2) + isopropyl 4-hydroxypiperidine-1-carboxylate (832715-51-2) → 1-methylethyl 4-[(7-{4-[(dimethylamino)sulfonyl]phenyl}-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]-1-piperidinecarboxylate (1001399-10-5)

Guidance literature:

isopropyl 4-hydroxypiperidine-1-carboxylate; With sodium hydride; In tetrahydrofuran; for 0.5h; Reflux;

4-(4-chloro-5,6-dihydro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-N,N-dimethylbenzenesulfonamide; In tetrahydrofuran; mineral oil; at 20 ℃; for 1.5h; Reflux;

DOI:10.1021/jm301404a

Reference yield:

6-hydroxy-5-(2-propen-1-yl)-4(1H)-pyrimidinone (16019-30-0) → 1-methylethyl 4-[(7-{4-[(dimethylamino)sulfonyl]phenyl}-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)oxy]-1-piperidinecarboxylate (1001399-10-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trichlorophosphate / 4 h / Inert atmosphere; Reflux

2.1: potassium osmate(VI) dihydrate; sodium periodate / water; acetone / 4 h / 20 °C

3.1: trifluoroacetic acid; sodium tris(acetoxy)borohydride / methanol / 19 h / -15 - 20 °C

4.1: potassium tert-butylate / tetrahydrofuran / 22 h / 20 °C

5.1: sodium hydride / tetrahydrofuran / 0.5 h / Reflux

5.2: 1.5 h / 20 °C / Reflux

With potassium osmate(VI) dihydrate; sodium periodate; potassium tert-butylate; sodium tris(acetoxy)borohydride; sodium hydride; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; methanol; water; acetone;

DOI:10.1021/jm301404a

upstream raw materials:

6-hydroxy-5-(2-propen-1-yl)-4(1H)-pyrimidinone

5-allyl-4,6-dichloropyrimidine

4-(4-chloro-5,6-dihydro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-N,N-dimethylbenzenesulfonamide

isopropyl 4-hydroxypiperidine-1-carboxylate