2-Pyridinamine, 5-bromo-6-methyl- → 6-Bromo-5-methyl-2-pentafluoroethyl-2,3-dihydroimidazo[1,2-a]pyridin-2-ol hydrobromide

HRID 1775288Notes

Reaction equation

HRID 1775288 reaction equation
[Br:1][CH2:2][C:3](=[O:11])[C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6].[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[C:15]([CH3:20])[N:14]=1>COCCOC>[BrH:1].[Br:19][C:16]1[CH:17]=[CH:18][C:13]2[N:14]([CH2:2][C:3]([C:4]([F:10])([F:9])[C:5]([F:8])([F:7])[F:6])([OH:11])[N:12]=2)[C:15]=1[CH3:20]

Participants

4

Reactant 2

HCID 1706782-Pyridinamine, 5-bromo-6-methyl-HCID 27363551-Bromo-3,3,4,4,4-pentafluorobutan-2-one

Product 1

HCID 1180352206-Bromo-5-methyl-2-pentafluoroethyl-2,3-dihydroimidazo[1,2-a]pyridin-2-ol hydrobromideYield 92.7%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent2×

Procedure

A mixture of 2.4 g of 1-bromo-3,3,4,4,4-pentafluorobutan-2-one and 5 ml of DME was added to a mixture of 1.87 g of 2-amino-5-bromo-6-methylpyridine and 10 ml of DME, and the mixture was stirred at room temperature for 3 hours. The precipitated solid was filtered, and washed with 10 ml of DME to obtain 3.95 g of 6-bromo-5-methyl-2-pentafluoroethyl-2,3-dihydroimidazo[1,2-a]pyridin-2-ol hydrobromide.

Workup

  1. filtrationThe precipitated solid was filtered
  2. washwashed with 10 ml of DME

Sources & evidence

ORD record
ord-a6efee4868f04bf59d0b908ad6887788
Source dataset
uspto-grants-2016_02
Patent number
US09260436B2

Reaction notes

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