4-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile → 3-Amino-5-bromo-6-chloro-1-(ethoxycarbonyl)-2-(6-methylpyridine-2-carbonyl)indole

HRID 379809Notes

Reaction equation

HRID 379809 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.[BrH:16].Br[CH2:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[N:22]=1)=[O:20]>>[NH2:7][C:6]1[C:5]2[C:4](=[CH:3][C:2]([Cl:1])=[C:9]([Br:16])[CH:8]=2)[N:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:18]=1[C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[N:22]=1)=[O:20]

Participants

3

Reactant 2

HCID 183678884-Chloro-2-[(ethoxycarbonyl)amino]benzonitrileHCID 222914172-Bromo-1-(6-methylpyridin-2-yl)ethanone hydrobromide

Product 1

HCID 183677353-Amino-5-bromo-6-chloro-1-(ethoxycarbonyl)-2-(6-methylpyridine-2-carbonyl)indole

Procedure

The title compounds were prepared according to the procedure described in step 2 of Example 1 from 4-chloro-2-(ethoxycarbonylamino)benzonitrile and 2-bromoacetyl-6-methylpyridine hydrobromide (H. Erlenmeyer, J. Jenni, and B. Prijs, J. Med. Pharm. Chem., 1961, 3, 561-566).

Sources & evidence

ORD record
ord-1ff0e494e0754b40abad62969b9db158
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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