Dichloromethane → HCID 19915693, compound

HRID 1089690Notes

Reaction equation

HRID 1089690 reaction equation
O=[C:2]1[CH2:8][CH2:7][CH2:6][CH2:5][C:4]([NH:9][C:10]2[N:11](C)[C:12]3[C:17]([C:18]=2[C:19]#[N:20])=[CH:16][CH:15]=CC=3)=[CH:3]1.Cl[CH2:23]Cl.C([O:28][CH2:29][CH3:30])(=O)C>>[NH2:20][C:19]1[C:18]2[C:10]([NH:11][C:12]3[C:30]=2[C:29](=[O:28])[CH:15]=[CH:16][CH:17]=3)=[N:9][C:4]2=[C:5]([CH3:23])[CH:6]=[CH:7][CH:8]=[CH:2][C:3]=12

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 8857Ethyl AcetateHCID 19915704HCID 19915704, compound

Product 1

HCID 19915693HCID 19915693, compound

Procedure

Also isolated by chromatography was [(3-oxo-1-cyclohepten-1-yl)amino]-1-methyl-1H-indole -3-carbonitrile (D17) (1.30 g, 20%) Rf 0.19 (SiO2, 2:1 dichloromethane:ethyl acetate). This intermediate could be converted to the title compound (E16) using a procedure similar to that described in Description 6.

Workup

  1. customAlso isolated by chromatography

Sources & evidence

ORD record
ord-9abda4ee741d405ebdd60a41bbf46ba7
Source dataset
uspto-grants-1992_01
Patent number
US05079246

Reaction notes

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