2-Bromo-1-(furan-2-yl)ethan-1-one → 3-Amino-6-chloro-1-(ethoxycarbonyl)-2-(2-furoyl)indole

HRID 379762Notes

Reaction equation

HRID 379762 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[O:21][CH:22]=[CH:23][CH:24]=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]([C:20]1[O:21][CH:22]=[CH:23][CH:24]=1)=[O:19]

Participants

4

Reactant 2

HCID 27950762-Bromo-1-(furan-2-yl)ethan-1-oneHCID 183678884-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile

Product 1

HCID 183680943-Amino-6-chloro-1-(ethoxycarbonyl)-2-(2-furoyl)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-bromoacetylfuran (prepared according to the method of S. Kajigaeshi et al., Bull. Chem. Soc. Jpn., 1987, 60, 1159-1160). tlc: Rf=0.4 (33% ethyl acetate in hexanes)

Workup

  1. customprepared

Sources & evidence

ORD record
ord-7ee60dd310d1434097dbe1ec17f15aa8
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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