5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine
CAS No.:474103-31-6
Molecular Formula:C₁₆H₁₄Cl₃N₃
Molecular Weight:354.666
Hs Code.:

5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5<i>H</i>-pyrrolo[2,3-<i>d</i>]pyrimidine

Synonyms:5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

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Technology Process of 5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

There total 11 articles about 5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine 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: 100.0%

: methanesulfonic acid 2-[4-chloro-6-(2,4-dichloro-phenylamino)-2-methyl-pyrimidin-5-yl]-pent-4-enyl ester

: 474103-31-6
5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

: (4,6-dihydroxy-2-methyl-pyrimidin-5-yl)-acetic acid ethyl ester

: 474103-31-6
5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 10 steps

1.1: 73 percent / POCl₃ / 3.5 h / Heating

2.1: 68 percent / LiHMDS / hexane; tetrahydrofuran / 0 - 20 °C

3.1: 86 percent / DIBAl-H / hexane; CH₂Cl₂ / 3 h / -78 - 0 °C

4.1: 81 percent / imidazole / dimethylformamide / 3 h / 0 - 20 °C

5.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

5.2: 72 percent / tetrahydrofuran / 3 h / Heating

6.1: 83 percent / DMAP / CH₂Cl₂ / 18 h / 20 °C

7.1: 74 percent / Et₃N*3HF / dimethylformamide / 18 h / 20 °C

8.1: 98 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

9.1: 100 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

10.1: 100 percent / Et₃N / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; dmap; sodium hydride; diisobutylaluminium hydride; triethylamine tris(hydrogen fluoride); triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

: 474103-23-6
2-(4,6-dichloro-2-methyl-pyrimidin-5-yl)-pent-4-en-1-ol

: 474103-31-6
5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 81 percent / imidazole / dimethylformamide / 3 h / 0 - 20 °C

2.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

2.2: 72 percent / tetrahydrofuran / 3 h / Heating

3.1: 83 percent / DMAP / CH₂Cl₂ / 18 h / 20 °C

4.1: 74 percent / Et₃N*3HF / dimethylformamide / 18 h / 20 °C

5.1: 98 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

6.1: 100 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

7.1: 100 percent / Et₃N / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; dmap; sodium hydride; triethylamine tris(hydrogen fluoride); triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.05.040