1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester
• CAS No.: 313234-73-0
• Molecular Formula: C₂₃H₂₆ClN₃O₃
• Molecular Weight: 427.931

Synonyms:1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester

Chemical Property of 1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester

There total 2 articles about 1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester 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: 82.0%

1-[(4-chlorophenyl)methyl]piperazine (23145-88-2) + methyl (2S)-1-(2-chloroacetyl)indoline-2-carboxylate (313235-12-0) → 1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester (313234-73-0)

Guidance literature:

With potassium carbonate; In acetonitrile; for 16h; Heating;

DOI:10.1016/S0960-894X(02)00656-X

Reference yield:

(S)-indoline-2-carboxylic acid methyl ester (141410-06-2) → 1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester (313234-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / TEA / CHCl₃ / 3 h / 0 - 20 °C

2: 82 percent / K₂CO₃ / acetonitrile / 16 h / Heating

With TEA; potassium carbonate; In chloroform; acetonitrile;

DOI:10.1016/S0960-894X(02)00656-X

Reference yield: 75.0%

1-{[4-(4-chloro-benzyl)-piperazin-1-yl]-acetyl}-2,3-dihydro-1H-indole-2-carboxylic acid methyl ester (313234-73-0) → (2S)-1-(2-{4-[(4-Chlorophenyl)methyl]piperazinyl}-acetyl)-indoline-2-carboxylic acid (313234-74-1)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃; for 16h;

DOI:10.1016/S0960-894X(02)00656-X

upstream raw materials:

1-[(4-chlorophenyl)methyl]piperazine

methyl (2S)-1-(2-chloroacetyl)indoline-2-carboxylate

(S)-indoline-2-carboxylic acid methyl ester

Downstream raw materials:

(2S)-1-(2-{4-[(4-Chlorophenyl)methyl]piperazinyl}-acetyl)-indoline-2-carboxylic acid

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