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

Base Information

Chemical Name:[4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-5-yl]-acetaldehyde
CAS No.:474103-32-7
Molecular Formula:C₁₅H₁₂Cl₃N₃O
Molecular Weight:356.639
Hs Code.:

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

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

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

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

There total 12 articles about [4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-5-yl]-acetaldehyde 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: 27.0%

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

: 474103-32-7
[4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-5-yl]-acetaldehyde

Guidance literature:: 5-allyl-4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine; With ozone; In dichloromethane; at -78 ℃; for 0.5h;

With dimethylsulfide; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1016/j.bmcl.2005.05.040

Reference yield:

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

: 474103-32-7
[4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-5-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 11 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

11.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

11.2: 27 percent / Me₂S / CH₂Cl₂ / 18 h / 20 °C

With 1H-imidazole; dmap; sodium hydride; diisobutylaluminium hydride; ozone; 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

: 474103-32-7
[4-chloro-7-(2,4-dichloro-phenyl)-2-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-5-yl]-acetaldehyde

Guidance literature:: Multi-step reaction with 8 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

8.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

8.2: 27 percent / Me₂S / CH₂Cl₂ / 18 h / 20 °C

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