HCID 13594859, compound → HCID 22220922, compound

HRID 1794287Notes

Reaction equation

HRID 1794287 reaction equation
[Cl:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[CH:13]=O.[Br:15][C:16]1[CH:24]=[C:23]2[C:19]([CH2:20][N:21]=[C:22]2[NH:25][NH2:26])=[CH:18][CH:17]=1>>[Br:15][C:16]1[CH:24]=[C:23]2[C:19]([CH2:20][N:21]3[C:13]([C:3]4[C:4]([C:7]5[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=5)=[N:5][O:6][C:2]=4[Cl:1])=[N:26][N:25]=[C:22]32)=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 13594859HCID 13594859, compoundHCID 22220903HCID 22220903, compound

Product 1

HCID 22220922HCID 22220922, compoundYield 19%

Procedure

5-Chloro-3-phenylisoxazole 4-carboxaldehyde (1.1 g) and (6-bromo-3H-isoindol-1-yl)hydrazine (1.2 g, 5.3 mmol) were reacted in a similar manner to that described in Example 4 to give the title compound (415 mg, 19%). 1H NMR (400 MHz, d6-DMSO) δ 8.161–8.165 (1H, m), 7.71–7.74 (1H, m), 7.47–7.61 (6H, m), 4.83 (2H, s).

Sources & evidence

ORD record
ord-46368ef6ccf74b7883f4d531ea780fd5
Source dataset
uspto-grants-2006_04
Patent number
US07022724B2

Reaction notes

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