alpha-Bromo-o-fluorotoluene → Ethyl 1-(2-fluorobenzyl)-5-nitro-1H-indole-2-carboxylate

HRID 1824973Notes

Reaction equation

HRID 1824973 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:7]2)([O-:3])=[O:2].[F:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21]Br>>[F:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH2:21][N:9]1[C:10]2[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=2)[CH:7]=[C:8]1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

3

Reactant 2

HCID 67968alpha-Bromo-o-fluorotolueneHCID 280312Ethyl 5-nitro-1H-indole-2-carboxylate

Product 1

HCID 12068605Ethyl 1-(2-fluorobenzyl)-5-nitro-1H-indole-2-carboxylate

Procedure

The preparation is carried out as described for Example I using 940 mg (4.00 mmol) of ethyl 5-nitro-1H-indole-2-carboxylate and 780 mg (4.15 mmol) of 2-fluorobenzyl bromide, reaction time 6 h.

Sources & evidence

ORD record
ord-218ae6691ca444d99ebdec518de7f21c
Source dataset
uspto-grants-2006_05
Patent number
US07045544B2

Reaction notes

Loading…