1-Methyl-β-carboline-3-carboxylic acid methyl ester synthesis
- Product Name:1-Methyl-β-carboline-3-carboxylic acid methyl ester
- CAS Number:16641-82-0
- Molecular formula:C14H12N2O2
- Molecular Weight:240.26
![1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-methyl-, methyl ester, (3S)-](/CAS/20200611/GIF/191279-38-6.gif)
191279-38-6
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16641-82-0
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Yield:16641-82-0 96.5%
Reaction Conditions:
with potassium permanganate in tetrahydrofuran at 20;
Steps:
4.1.3. General procedure for the preparation of β-carboline-3-carboxylicacid methyl esters (4b and 4c)
General procedure: A suspension of the corresponding 1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl esters (3b and 3c) (1 mmol) and 2.5 timesKMnO4 (2.5 mmol) in anhydrous THF (100 mL), the mixture was stirredfor 12 h at room temperature, remove the KMnO4 by filtration andevaporated the THF under reduced pressure to give the correspondingprocedure, the material was used without further purification for thefollowing steps.4.1.3.1. 1-Methyl-β-carboline-3-carboxylic acid methyl ester (4b).Intermediate 3b (1 g, 4.09 mmol) was oxidized according to thegeneral procedure to obtain the desired product 4b as white solid in96.5% yield, m.p.: 250-252 °C. ESI/MS m/z: 241.1 [M+H]+; 1H NMR(300 MHz, CDCl3) δ 8.81 (s, 1H), 8.58 (brs, 1H), 8.21 (d, J=7.8 Hz,2H), 7.60 (m, 2H), 7.38 (m, 1H), 4.07 (s, 3H), 2.92 (s, 3H).
References:
Zhao, Yifan;Ye, Feng;Xu, Jian;Liao, Qinghong;Chen, Lei;Zhang, Weijia;Sun, Haopeng;Liu, Wenyuan;Feng, Feng;Qu, Wei [Bioorganic and Medicinal Chemistry,2018,vol. 26,# 13,p. 3812 - 3824]
![1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-methyl-, methyl ester, (1S,3S)-](/CAS/20210305/GIF/93598-06-2.gif)
93598-06-2
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16641-82-0
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![3H-Pyrido[3,4-b]indole-3-carboxylic acid, 4,9-dihydro-1-methyl-, methyl ester](/CAS/20210111/GIF/93712-59-5.gif)
93712-59-5
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16641-82-0
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![1H-Pyrido[3,4-b]indole-3-carboxylic acid, 2,3,4,9-tetrahydro-1-methyl-2-[(4-methylphenyl)sulfonyl]-, methyl ester](/CAS/20210305/GIF/1262842-29-4.gif)
1262842-29-4
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16641-82-0
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54-12-6
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$6.00/5g
16641-82-0
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