Bromoacetyl bromide → HCID 57421977, compound

HRID 2108743Notes

Reaction equation

HRID 2108743 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[N:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[Al+3].[Cl-].[Cl-].[Cl-].Br[CH2:16][C:17](Br)=O.[NH2:20][C:21]([NH2:23])=[S:22]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([C:16]3[N:20]=[C:21]([NH2:23])[S:22][CH:17]=3)=[CH:6][NH:7][C:8]2=[N:9][CH:10]=1

Participants

5

Reactant 4

HCID 61147Bromoacetyl bromideHCID 2723790ThioureaHCID 6451240Aluminum(III) ChlorideHCID 103079325-bromo-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 57421977HCID 57421977, compound

Procedure

The title compound was synthesized in 2 steps in a manner similar to that described above using 5-bromo-7-azaindole (1.0 g, 5.07 mmol), AlCl3 (1.35 g, 10.15 mmol), bromoacetylbromide (0.41 mL, 6.34 mmol) and thiourea (0.36 g, 4.72 mmol) (0.21 g, 48%, 2 steps) as a brown solid. Mass Spec.; MS 297 (M+1); 1H NMR(DMSO-d6, 500 MHz) δ 8.63(d, 1H), 8.28(d,1H), 7.82(s,1H),6.98(s,2H), 6.82(s,1H).

Sources & evidence

ORD record
ord-c5a61da45023448a805d43b33af3f12c
Source dataset
uspto-grants-2009_04
Patent number
US07514448B2

Reaction notes

Loading…