2-Bromo-1-(3-methylphenyl)ethan-1-one → 3-Amino-6-chloro-2-(3-methylbenzoyl)-1-(ethoxycarbonyl)indole

HRID 379730

Reaction equation

HRID 379730 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([NH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=1.Br[CH2:17][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=1)=[O:19]>C(OCC)(=O)C>[NH2:7][C:6]1[C:5]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:9][CH:8]=2)[N:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:17]=1[C:18](=[O:19])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=1

Participants

4

Reactant 2

HCID 100361292-Bromo-1-(3-methylphenyl)ethan-1-oneHCID 183678884-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile

Product 1

HCID 183680433-Amino-6-chloro-2-(3-methylbenzoyl)-1-(ethoxycarbonyl)indole

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 1 from 4-chloro-2-(ethoxycarbonylamino)benzonitrile (Example 1, step 1) and 2-bromo-3′-methylacetophenone (R. Yveline, G. Gerard, and M. Geroges, Chem.Pharm.Bull., 1992, 40, 1170.). tlc: Rf=0.5 (25% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-c7cdabc5ada74c36a5184db7236b94a1
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Linked notes

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