4-Bromo-3-methylisoxazol-5-amine → HCID 22998518, compound

HRID 1166976Notes

Reaction equation

HRID 1166976 reaction equation
Cl[S:2]([C:5]1[S:6][C:7]([C:10]#[C:11][CH2:12][CH2:13][CH3:14])=[CH:8][CH:9]=1)(=[O:4])=[O:3].[NH2:15][C:16]1[O:20][N:19]=[C:18]([CH3:21])[C:17]=1[Br:22]>>[Br:22][C:17]1[C:18]([CH3:21])=[N:19][O:20][C:16]=1[NH:15][S:2]([C:5]1[S:6][C:7]([C:10]#[C:11][CH2:12][CH2:13][CH3:14])=[CH:8][CH:9]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 22998445HCID 22998445, compound

Product 1

HCID 22998518HCID 22998518, compoundYield 87.6%

Procedure

N-(bromo-3-methyl-5-isoxazolyl)-5-(1-pentynyl)thiophene-2-sulfonamide was prepared in the same manner as described in Example 2. Reaction of 2-chlorosulfonyl-5-(1-pentynyl)thiophene (55 mg. 0.22 mmol) with 5-amino-4-bromo-3-methylisoxazole (43 mg, 0.22 mmol) yielded 75 mg of N-(bromo-3-methyl-5-isoxazolyl)-5-(1-pentynyl)thiophene-2-sulfonamide (87% yield). A portion of the product was further purified by preparative HPLC to give the pure sulfonamide as a light brown oil.

Workup

  1. customN-(bromo-3-methyl-5-isoxazolyl)-5-(1-pentynyl)thiophene-2-sulfonamide was prepared in the same manner

Sources & evidence

ORD record
ord-0b8a2f32c78e49539fe6455618b44ef6
Source dataset
uspto-grants-2003_09
Patent number
US06613804B2

Reaction notes

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