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CAS No. : | 139223-62-4 | MDL No. : | |
Formula : | C9H10ClNO2 | Boiling Point : | - |
Linear Structure Formula : | NH3C6H4CHCHCOOH(1+)*Cl(1-)=NH3C6H4CHCHCOOHCl | InChI Key : | - |
M.W : | 199.63 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
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19% | With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In N,N-dimethyl-formamide |
Yield | Reaction Conditions | Operation in experiment |
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19% | With 1,2-dichloro-ethane; triethylamine In N,N-dimethyl-formamide | 2 Preparation of (E)-3-(4-aminophenyl)-N-methyl-N-(1-methyl-1 H -indol-2-ylmethyl)acrylamide Example 2 Preparation of (E)-3-(4-aminophenyl)-N-methyl-N-(1-methyl-1 H -indol-2-ylmethyl)acrylamide EDC (218 mg, 1.14 mmole) was added to a solution of 4-aminocinnamic acid hydrochloride (220 mg, 1.10 mmole), 1-methyl-2-(methylaminomethyl)-1H-indole (0.20 g, 1.15 mmole), HOBt · H2O (154 mg, 1.14 mmole), and triethylamine (0.20 mL, 1.43 mmole) in DMF (20 mL) at RT. The reaction was stirred overnight, then was concentrated in vacuo. The residue was diluted with 5% NaHCO3 and extracted with CH2Cl2. The combined organic extracts were washed with brine (2 x 30 mL) and dried over MgSO4. Flash chromatography on silica gel (3% MeOH/CH2Cl2) gave the title compound (68 mg, 19%) as a yellow foam: 1H NMR (360 MHz, DMSO-d6, 330K) δ 7.46 (d, J = 7.8 Hz, 1 H), 7.42 (d, J = 15.3 Hz, 1 H), 7.37 (d, J = 8.3 Hz, 1 H), 7.32 (d, J = 8.5 Hz, 2 H), 7.06 - 7.15 (m, 1 H), 6.94 - 7.03 (m, 1 H), 6.81 (d, J = 15.3 Hz, 1 H), 6.58 (d, J = 8.5 Hz, 2 H), 6.33 (s, 1 H), 5.25 (br s, 2 H), 4.85 (s, 2 H), 3.70 (s, 3 H), 3.02 (s, 3 H); MS (ES) m/e 320 (M + H)+. Anal. Calcd for C20H21N3O · 0.20 H2O: C, 74.37; H, 6.68; N, 13.01. Found: C, 74.21; H, 6.60; N, 12.80. |