Phenacyl bromide → 3-Amino-2-benzoyl-4-chloro-1-(ethoxycarbonyl)indole

HRID 379801Notes

Reaction equation

HRID 379801 reaction equation
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([NH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:5]=[CH:4][CH:3]=1.Br[CH2:17][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:19].C(OC(C)C)(C)C>>[NH2:9][C:8]1[C:7]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[Cl:1])[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]=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 6259Phenacyl bromideHCID 7914Diisopropyl EtherHCID 15048424Ethyl (3-chloro-2-cyanophenyl)carbamate

Product 1

HCID 183679133-Amino-2-benzoyl-4-chloro-1-(ethoxycarbonyl)indole

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 1 from 6-chloro-2-(ethoxycarbonylamino)benzonitrile (step 1) and 2-bromoacetophenone. m.p.: 118-119° C. (isopropyl ether)

Sources & evidence

ORD record
ord-461e5f61cbdb4699a722e96c229cba6a
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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