Bromoacetyl bromide → HCID 57421978, compound

HRID 2108744Notes

Reaction equation

HRID 2108744 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[N:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.[Al+3].[Cl-].[Cl-].[Cl-].Br[CH2:17][C:18](Br)=O.[NH2:21][C:22]([NH2:24])=[S:23]>>[OH:2][C:3]1[CH:4]=[C:5]2[C:6]([C:17]3[N:21]=[C:22]([NH2:24])[S:23][CH:18]=3)=[CH:7][NH:8][C:9]2=[N:10][CH:11]=1

Participants

5

Reactant 4

HCID 61147Bromoacetyl bromideHCID 2723790ThioureaHCID 6451240Aluminum(III) ChlorideHCID 103078715-methoxy-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 57421978HCID 57421978, compound

Procedure

The title compound was synthesized in 2 steps in a manner similar to that described above using 5-methoxy-7-azaindole (0.37 g, 2.48 mmol), AlCl3 (1 g, 7.54 mmol), bromoacetylbromide (0.2 mL, 3 mmol) and thiourea (0.14 g, 1.88 mmol) (0.21 g, 39%, 2 steps) as a brown solid. Mass Spec.; MS 233 (M+1); 1H NMR(DMSO-d6, 500 MHz) δ 11.37 (s,1H), 9.10(s,1H), 7.86(d,1H), 7.70(d,1H), 7.61(d,1H), 6.88(s,2H), 6.67(s,1H).

Sources & evidence

ORD record
ord-08436a6fefb2456ead33769ae6ad045a
Source dataset
uspto-grants-2009_04
Patent number
US07514448B2

Reaction notes

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