4-Bromo-3-methylisoxazol-5-amine → HCID 23445256, compound

HRID 2303713Notes

Reaction equation

HRID 2303713 reaction equation
Cl[S:2]([C:5]1[CH:9]=[CH:8][S:7][C:6]=1[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]2[O:18][CH2:19][O:20][C:14]=2[CH:13]=1)(=[O:4])=[O:3].[NH2:21][C:22]1[O:26][N:25]=[C:24]([CH3:27])[C:23]=1[Br:28]>>[Br:28][C:23]1[C:24]([CH3:27])=[N:25][O:26][C:22]=1[NH:21][S:2]([C:5]1[CH:9]=[CH:8][S:7][C:6]=1[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]2[O:18][CH2:19][O:20][C:14]=2[CH:13]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 23445551HCID 23445551, compound

Product 1

HCID 23445256HCID 23445256, compound

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl)-2-[3,4-(methylenedioxy)phenethyl]-thiophene-3-sulfonamide was prepared in the same manner as described in Example 10. By reacting 3-chlorosulfonyl-2-[3,4-(methylenedioxy)phenethyl]thiophene with 5-amino-4-bromo-3-methylisoxazole and purifying the crude product by HPLC, N-(4-bromo-3-methyl-5-isoxazolyl)-2-[3,4-(methylenedioxy)phenethyl]thiophene-3-sulfonamide was obtained in a 30% yield, m.p. 180° (dec.).

Workup

  1. customN-(4-bromo-3-methyl-5-isoxazolyl)-2-[3,4-(methylenedioxy)phenethyl]-thiophene-3-sulfonamide was prepared in the same manner
  2. custompurifying the crude product by HPLC

Sources & evidence

ORD record
ord-b55d241f4b9d476ba24c692d9f1af77f
Source dataset
uspto-grants-2002_08
Patent number
US06432994B1

Reaction notes

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