2-Aminothiazole → HCID 693989, compound

HRID 2183562Notes

Reaction equation

HRID 2183562 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.C(N(CC)CC)C.[C:14]([C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15]>O1CCCC1>[C:14]([C:18]1[CH:19]=[CH:20][C:21]([C:22]([NH:1][C:2]2[S:3][CH2:4][CH2:5][N:6]=2)=[O:23])=[CH:25][CH:26]=1)([CH3:17])([CH3:15])[CH3:16]

Participants

5

Reactant 3

HCID 21552-AminothiazoleHCID 8471TriethylamineHCID 743724-tert-Butylbenzoyl chloride

Product 1

HCID 693989HCID 693989, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Aminothiazole (38 mg, 0.37 mmole) was dissolved in dry tetrahydrofuran (6.5 ml) followed by addition of triethylamine (77 mg, 0.76 mmole) and 4-t-butylbenzoyl chloride (151 mg, 0.76 mmole). The reaction was stirred overnight at room temperature, and then the solvent removed under reduced pressure. The residue was purified by reverse phase HPLC (water/acetonitrile gradient), giving [4-(tert-butyl)phenyl]-N-(1,3-thiazolin-2-yl)carboxamide. The product was characterized by HPLC-MS.

Workup

  1. customthe solvent removed under reduced pressure
  2. customThe residue was purified by reverse phase HPLC (water/acetonitrile gradient)

Sources & evidence

ORD record
ord-b9cd0459189240ee8f66d793484028fb
Source dataset
uspto-grants-2005_05
Patent number
US06900219B2

Reaction notes

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