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

HRID 651017Notes

Reaction equation

HRID 651017 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.Br[CH2:18][C:19]([C:21]1[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][N:22]=1)=[O:20]>>[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:18]=1[C:19]([C:21]1[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][N:22]=1)=[O:20]

Participants

3

Reactant 2

HCID 183678884-Chloro-2-[(ethoxycarbonyl)amino]benzonitrileHCID 230036032-Bromoacetyl4-methylpyridine hydrobromide

Product 1

HCID 183677253-Amino-6-chloro-1-(ethoxycarbonyl)-2-(4-methylpyridine-2-carbonyl)indole

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 1 from 4-chloro-2-[(ethoxycarbonyl)amino]benzonitrile (Example 1, step 5 1) and 2-bromoacetyl4-methylpyridine hydrobromide (F. H. Case et al., J. Am. Chem. Soc., 1956, 78, 5842).

Sources & evidence

ORD record
ord-d221627cae254cc3b4efeb5bc7caa7b0
Source dataset
uspto-grants-2001_08
Patent number
US06277878B1

Reaction notes

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