5-Bromo-3-pyridinecarboxaldehyde → HCID 22390351, compound

HRID 1072338Notes

Reaction equation

HRID 1072338 reaction equation
I[C:2]1[N:3]=[CH:4][N:5]2[CH:9]=[CH:8][S:7][C:6]=12.C[Mg]Br.O1CCCC1.[Br:18][C:19]1[CH:20]=[N:21][CH:22]=[C:23]([CH:25]=[O:26])[CH:24]=1>>[Br:18][C:19]1[CH:24]=[C:23]([CH:25]([OH:26])[C:2]2[N:3]=[CH:4][N:5]3[CH:9]=[CH:8][S:7][C:6]=23)[CH:22]=[N:21][CH:20]=1

Participants

4

Reactant 3

HCID 27847345-Bromo-3-pyridinecarboxaldehydeHCID 177737777-Iodoimidazo[5,1-B]thiazoleHCID 178420675HCID 178420675, compound

Product 1

HCID 22390351HCID 22390351, compoundYield 89.3%

Procedure

7-[(5-Bromopyridin-3-yl)hydroxymethyl]imidazo[5,1-b]thiazole (2.77 g) was prepared in substantially the same manner as in step a) of Synthesis Example 1, except that 2.50 g of 7-iodoimidazo[5,1-b]thiazole, 12.2 ml of a 0.93 M methylmagnesium bromide/tetrahydrofuran solution, and 2.05 g of 3-bromo-5-formylpyridine were used as the starting materials.

Workup

  1. customof Synthesis Example 1

Sources & evidence

ORD record
ord-a0da6a540b234ef0abd24351670a84f1
Source dataset
uspto-grants-2005_06
Patent number
US06908913B2

Reaction notes

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