N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide

Base Information

Chemical Name:N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide
CAS No.:287199-78-4
Molecular Formula:C₂₀H₁₈BrN₃O
Molecular Weight:396.286
Hs Code.:

<i>N</i>-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1<i>H</i>-indol-3-yl)-<i>N</i>-methyl-acetamide

Synonyms:N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide

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Technology Process of N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide

There total 8 articles about N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide 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:

: 698-19-1
N-methyl-2-bromobenzylamine

: 332015-45-9
(2-cyano-1-methyl-1H-indol-3-yl)-acetyl chloride

: 287199-78-4
N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;
DOI:10.1021/ol0061642

Reference yield:

: 87-51-4
indole-3-acetic acid

: 287199-78-4
N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / SOCl₂ / 12 h / -78 - 25 °C

2: 92 percent / NaH / tetrahydrofuran / 0 °C

3: 50 percent / POCl₃ / 40 °C

4: 95 percent / NH₂OH*HCl; pyridine / ethanol / 4 h / Heating

5: 72 percent / NEt₃ / acetic anhydride / 4 h / Heating

6: 97 percent / LiOH*H₂O / 2-methyl-propan-2-ol; H₂O / 24 h / 25 °C

7: (COCl)2 / tetrahydrofuran / 0 °C

8: diisopropylethylamine / CH₂Cl₂ / 0 °C

With pyridine; lithium hydroxide; thionyl chloride; oxalyl dichloride; hydroxylamine hydrochloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; water; acetic anhydride; tert-butyl alcohol; 1: Esterification / 2: Methylation / 3: Formylation / 4: Condensation / 5: Dehydration / 6: Hydrolysis / 7: Substitution / 8: Substitution;
DOI:10.1021/ol0061642

Reference yield:

: 1912-33-0
Indole-3-acetic acid methyl ester

: 287199-78-4
N-(2-bromo-benzyl)-2-(2-cyano-1-methyl-1H-indol-3-yl)-N-methyl-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / NaH / tetrahydrofuran / 0 °C

2: 50 percent / POCl₃ / 40 °C

3: 95 percent / NH₂OH*HCl; pyridine / ethanol / 4 h / Heating

4: 72 percent / NEt₃ / acetic anhydride / 4 h / Heating

5: 97 percent / LiOH*H₂O / 2-methyl-propan-2-ol; H₂O / 24 h / 25 °C

6: (COCl)2 / tetrahydrofuran / 0 °C

7: diisopropylethylamine / CH₂Cl₂ / 0 °C

With pyridine; lithium hydroxide; oxalyl dichloride; hydroxylamine hydrochloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; water; acetic anhydride; tert-butyl alcohol; 1: Methylation / 2: Formylation / 3: Condensation / 4: Dehydration / 5: Hydrolysis / 6: Substitution / 7: Substitution;
DOI:10.1021/ol0061642