Tetrahydrofuran → 6-chloro-1-hydroxy-2-(trifluoromethyl)-1H-imidazo(4,5-b)pyridine triethylamine salt

HRID 371661Notes

Reaction equation

HRID 371661 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[N:10]([OH:11])[C:9]([C:12]([F:15])([F:14])[F:13])=[N:8][C:5]2=[N:6][CH:7]=1.O1CC[CH2:18][CH2:17]1>C(N(CC)CC)C>[CH2:17]([N:10]([CH2:4][CH3:5])[CH2:9][CH3:12])[CH3:18].[Cl:1][C:2]1[CH:3]=[C:4]2[N:10]([OH:11])[C:9]([C:12]([F:13])([F:14])[F:15])=[N:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 30824181-Hydroxyfluromidine

Product 1

HCID 203554656-chloro-1-hydroxy-2-(trifluoromethyl)-1H-imidazo(4,5-b)pyridine triethylamine salt

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

6-Chloro-1-hydroxy-2-(trifluoromethyl)-1H-imidazo(4,5-b)pyridine (1 gram) was mixed with 15 milliliters of tetrahydrofuran, and 0.7 milliliter of triethylamine added. The reaction mixture was evaporated and then held in a vacuum desiccator overnight, resulting in the desired 6-chloro-1-hydroxy-2-(trifluoromethyl)-1H-imidazo(4,5-b)pyridine triethylamine salt. The compound was subjected to NMR analysis (in deuterium oxide); analysis showed a triplet centered at 82 cps (9H); a quartet centered at 196 cps (6H); a meta-coupled doublet at 400 cps (1H); and a second meta-coupled doublet centered at 503 cps (1H).

Workup

  1. additionadded
  2. customThe reaction mixture was evaporated
  3. customheld in a vacuum desiccator overnight

Sources & evidence

ORD record
ord-4663b165566f44b1bd1b05762afbeb20
Source dataset
uspto-grants-1978_05
Patent number
US04087432

Reaction notes

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