Triethylamine → HCID 178513230, compound

HRID 1947444Notes

Reaction equation

HRID 1947444 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([C:16]#[N:17])=[CH:12][N:11]3[CH:18]=2)=[CH:4][CH:3]=1.Cl.[NH2:20][OH:21].C(N(CC)CC)C>C(O)(C)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([C:16]([NH:20][OH:21])=[NH:17])=[CH:12][N:11]3[CH:18]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 24993819HCID 24993819, compound

Product 1

HCID 178513230HCID 178513230, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

2-(4-Fluoro-phenyl)-imidazo[1,2-a]pyridine-6-carbonitrile (example 52, 537 mg, 2.26 mmol), hydroxylamine hydrochloride (943.8 mg, 13.58 mmol) and triethylamine (2.19 ml, 15.84 mmol) were stirred in 40 ml of isopropanol at 90° C. for 5 hours. The solvent was removed in vacuo and water was added. The solid was filtered, washed with diluted hydrochloric acid, water and was dried. Yield: 610 mg, 99%. MS: M+H+=271.03.

Workup

  1. customThe solvent was removed in vacuo and water
  2. additionwas added
  3. filtrationThe solid was filtered
  4. washwashed with diluted hydrochloric acid, water
  5. customwas dried

Sources & evidence

ORD record
ord-1ef869c515ec4454b70af3798ef3f090
Source dataset
uspto-grants-2013_03
Patent number
US08399476B2

Reaction notes

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