Trifluoroacetic acid → HCID 15435846, compound

HRID 1738401Notes

Reaction equation

HRID 1738401 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([CH3:7])[C:3]=1[Br:8].[CH:9]([C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH:22]=[CH:21][CH:20]=[C:19]2[S:23](Cl)(=[O:25])=[O:24])=[CH:14][CH:13]=1)([CH3:11])[CH3:10].C(C1C=CC(N2C=CC(S(Cl)(=O)=O)=C2)=CC=1)(C)C.C(O)(C(F)(F)F)=O.[Br:52][C:53]1[C:54]([CH3:76])=[N:55][O:56][C:57]=1[NH:58][S:59]([C:62]1[CH:66]=[CH:65][N:64]([C:67]2[CH:72]=[CH:71][C:70]([CH:73]([CH3:75])[CH3:74])=[CH:69][CH:68]=2)[CH:63]=1)(=[O:61])=[O:60]>O.C(#N)C>[Br:8][C:3]1[C:4]([CH3:7])=[N:5][O:6][C:2]=1[NH:1][S:23]([C:19]1[N:18]([C:15]2[CH:16]=[CH:17][C:12]([CH:9]([CH3:11])[CH3:10])=[CH:13][CH:14]=2)[CH:22]=[CH:21][CH:20]=1)(=[O:24])=[O:25].[Br:52][C:53]1[C:54]([CH3:76])=[N:55][O:56][C:57]=1[NH:58][S:59]([C:62]1[CH:66]=[CH:65][N:64]([C:67]2[CH:72]=[CH:71][C:70]([CH:73]([CH3:74])[CH3:75])=[CH:69][CH:68]=2)[CH:63]=1)(=[O:61])=[O:60]

Participants

9

Reactant 5

HCID 6422Trifluoroacetic acidHCID 104875194-Bromo-3-methylisoxazol-5-amineHCID 23445392HCID 23445392, compoundHCID 23445476HCID 23445476, compoundHCID 23445584HCID 23445584, compound

Product 2

HCID 15435846HCID 15435846, compoundHCID 23445584HCID 23445584, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

N-(4-bromo-3-methyl-5-isoxazolyl) 1-(4'-isopropylphenyl)pyrrole-2-sulfonamide and N-(4-bromo-3-methyl-5-isoxazolyl) 1-(4'-isopropylphenyl)pyrrole-3-sulfonamide were prepared in the same manner as described in Example 2 from 5-amino-4-bromo-3-methylisoxazole and a mixture of 1-(4'-isopropylphenyl)pyrrole-2-sulfonyl chloride and 1-(4'-isopropylphenyl)pyrrole-3-sulfonyl chloride in 65% combined yield. The 22.85 min, 5% to 95% acetonitrile in water with 0.1 % TFA over 30 min period, C18 analytical column) and N-(4-bromo-3-methyl-5-isoxazolyl) 1-(4'-isopropylphenyl)pyrrole-3-sulfonamide (retention time 24.56 min, 5% to 95% acetonitrile in water with 0.1% TFA over 30 min period, C18 analytical column) as oils.

Workup

  1. customcombined yield

Sources & evidence

ORD record
ord-7cfaee9dc0ef4484b26b3f7f1cd5a6d2
Source dataset
uspto-grants-1999_10
Patent number
US05962490

Reaction notes

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