methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate

Base Information

• Chemical Name: methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate
• CAS No.: 1190392-23-4
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19

Synonyms:methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate

Chemical Property of methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate

Chemical Property:

• Boiling Point: 304.7±44.0 °C(Predicted)
• Density: 1.42±0.1 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

Methyl-(S)-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Methyl-(S)-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylate is used in the synthetic preparation of Vibegron which is potent and selective human β3 adrenergic receptor agonist for treatment of overactive bladder.

Technology Process of methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate

There total 6 articles about methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate 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: 44.0%

diexo-3-Aza-4-oxotricyclo<4.2.1.02,5>non-7-ene (14735-70-7,14805-31-3,924272-78-6,670221-11-1) + methyl (2S)-5-methoxy-3,4-dihydro-2H-pyrrole-2-carboxylate (173142-47-7) → methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate (1190392-23-4)

Guidance literature:

In ethylbenzene; at 128 ℃; for 48h; Temperature; Time; Dean-Stark; Inert atmosphere; Large scale;

Reference yield: 44.0%

methyl (2S)-5-methoxy-3,4-dihydro-2H-pyrrole-2-carboxylate (173142-47-7) + (1S,2S,5R,6R)-exo-3-azatricyclo[4.2.1.0(2,5)]non-7-en-4-one (924272-78-6,670221-11-1) → methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate (1190392-23-4)

Guidance literature:

In ethylbenzene; at 128 ℃; for 48h; Dean-Stark; Large scale;

Reference yield:

methyl (7S)-9-oxo-3,8-diazatetracyclo[9.2.1.0(2,10).0(4,8)]tetradeca-3,12-diene-7-carboxylate (1190709-67-1) → methyl [6(S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]]pyrimidine-6-carboxylate (1190392-23-4)

Guidance literature:

at 150 ℃; for 0.75h;

upstream raw materials:

3-azatricyclo[4.2,1.0.(2,5)]non-7-en-4-one

methyl (2S)-5-methoxy-3,4-dihydro-2H-pyrrole-2-carboxylate

methyl (7S)-9-oxo-3,8-diazatetracyclo[9.2.1.0(2,10).0(4,8)]tetradeca-3,12-diene-7-carboxylate

diexo-3-Aza-4-oxotricyclo<4.2.1.0^2,5>non-7-ene

Downstream raw materials:

tert-butyl(2R,5S)-2-[(R)-hydroxy(phenyl)methyl]-5-[4-({[(6S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]pyrimidin-6-yl]carbonyl}amino)benzyl]pyrrolidine-1-carboxylate

(6S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-α]pyrimidine-6-carboxylic acid

(6S)-N-[4-({(2S,5R)-5-[(R)-hydroxy(phenyl)methyl]pyrrolidin-2-yl}methyl)phenyl]-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide

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