10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione
• CAS No.: 1614252-03-7
• Molecular Formula: C₂₂H₁₈ClFN₄O₃S
• Molecular Weight: 472.927
• Mol file: 1614252-03-7.mol

Synonyms:10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione

Chemical Property of 10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione

There total 8 articles about 10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione 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:

6-(2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(4-chlorothiazol-2-yl)-4-oxobutyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (1614252-02-6) → 10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione (1614252-03-7)

Guidance literature:

With pyridine hydrochloride; In methanol; water; at 20 ℃; for 18h;

Reference yield:

5-(3-fluorophenyl)-1,3-dimethyl-6-((5-oxotetrahydrofuran-3-yl)methyl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (1614251-98-7) → 10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione (1614252-03-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide / ethanol / 2 h / 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 5 h / 20 °C

2.2: 2 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

4.1: TurboGrignard / tetrahydrofuran / 2 h / 0 - 20 °C

5.1: pyridine hydrochloride / methanol; water / 18 h / 20 °C

With 2,6-dimethylpyridine; TurboGrignard; pyridine hydrochloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

(5-oxotetrahydrofuran-3-yl)methyl trifluoromethanesulfonate (1614251-97-6) → 10-(4-chlorothiazol-2-yl)-5-(3-fluorophenyl)-8-(hydroxymethyl)-1,3-dimethyl-7,8-dihydropyrimido[4,5-a]indolizine-2,4(1H,3H)-dione (1614252-03-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium tert-butylate; 18-crown-6 ether / tetrahydrofuran / 0.25 h / 20 °C

1.2: 1 h / 20 °C

2.1: sodium hydroxide / ethanol / 2 h / 20 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 5 h / 20 °C

3.2: 2 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

5.1: TurboGrignard / tetrahydrofuran / 2 h / 0 - 20 °C

6.1: pyridine hydrochloride / methanol; water / 18 h / 20 °C

With 2,6-dimethylpyridine; TurboGrignard; 18-crown-6 ether; potassium tert-butylate; pyridine hydrochloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

4-hydroxymethyl-5H-furan-2-one

4-hydroxymethyl-1,2,3,4-tetrahydrofuran-2-one

(5-oxotetrahydrofuran-3-yl)methyl trifluoromethanesulfonate

5-(3-fluorophenyl)-1,3-dimethyl-6-((5-oxotetrahydrofuran-3-yl)methyl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione