Triethylamine → HCID 178428727, compound

HRID 659146Notes

Reaction equation

HRID 659146 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[N:14]([CH:15]=2)[C:13]([CH3:16])=[C:12]([C:17]#[N:18])[S:11]3)=[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[N:14]([CH:15]=2)[C:13]([CH3:16])=[C:12]([C:17]([NH:20][OH:21])=[NH:18])[S:11]3)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 24990703HCID 24990703, compound

Product 1

HCID 178428727HCID 178428727, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

6-(4-Fluoro-phenyl)-3-methyl-imidazo[2,1-b]thiazole-2-carbonitrile (example 20, 140 mg, 0.54 mmol), hydroxylamine hydrochloride (226.9 mg, 3.26 mmol) and triethylamine (529 μl, 3.8 mmol) were stirred in 10 ml of isopropanol at 90° C. for 2 hours. The solvent was removed in vacuo and water was added. The solid was filtered, washed with diluted hydrochloric acid and water and was dried. Yield: 63%. MS: M+H+=291.15.

Workup

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

Sources & evidence

ORD record
ord-49fdbdf1f0344a5dacf3b90602b02c61
Source dataset
uspto-grants-2011_12
Patent number
US08080569B2

Reaction notes

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