4-Bromo-3-methylisoxazol-5-amine → HCID 22998525, compound

HRID 1166926Notes

Reaction equation

HRID 1166926 reaction equation
Cl[S:2]([C:5]1[S:6][C:7]([CH2:10][O:11][C:12](=[O:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:8][CH:9]=1)(=[O:4])=[O:3].[NH2:20][C:21]1[O:25][N:24]=[C:23]([CH3:26])[C:22]=1[Br:27]>>[Br:27][C:22]1[C:23]([CH3:26])=[N:24][O:25][C:21]=1[NH:20][S:2]([C:5]1[S:6][C:7]([CH2:10][O:11][C:12](=[O:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:8][CH:9]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 22998391HCID 22998391, compound

Product 1

HCID 22998525HCID 22998525, compoundYield 31%

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-5-(benzoyloxymethyl)thiophene-2-sulfonamide was prepared as described in Example 2 from 2-chlorosulfonyl-5-(benzoyloxymethyl)thiophene (520 mg, 1.72 mmol) and 5-amino-4-bromo-3-methyl isoxazole (319 mg, 1.8 mmol). Purification by column chromatography using 10% MeOH/CHCl3) gave 238 mg of pure N-(4-bromo-3-methyl-5-isoxazolyl)-5-(benzoyloxymethyl)thiophene-2-sulfonamide as brown semisolid (31% yield, m.p. 92° C.).

Workup

  1. customN-(4-bromo-3-methyl-5-isoxazolyl)-5-(benzoyloxymethyl)thiophene-2-sulfonamide was prepared
  2. customPurification by column chromatography

Sources & evidence

ORD record
ord-a89b346bfcdb4bb2a4db7ef708316b76
Source dataset
uspto-grants-2003_09
Patent number
US06613804B2

Reaction notes

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