HCID 18521791, compound → HCID 18521975, compound

HRID 413732Notes

Reaction equation

HRID 413732 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[S:5][C:6]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[CH:10]=1)=[O:8]>[Pd].C1COCC1>[NH2:15][C:11]1[CH:10]=[C:9]([C:7]([C:6]2[S:5][C:4]([NH:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[N:3][C:2]=2[NH2:1])=[O:8])[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 18521791HCID 18521791, compound

Product 1

HCID 18521975HCID 18521975, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of the title compound from Example A(1) ((4-amino-2-phenylamino-thiazol-5-yl)-(3-nitrophenyl)-methanone, 520 mg, 1.53 mmol) and 10% palladium on carbon (80 mg) in THF (10 mL) was stirred under a hydrogen atmosphere overnight. The catalyst was filtered off and the filtrate concentrated in vacuo to give 470 mg of a crude solid that recrystallized from ethyl acetate/benzene to provide 100 mg (19% yield) of light yellow powder, mp 162-164° C.

Sources & evidence

ORD record
ord-b4894a3870ed42d5ae8234bca2cea17a
Source dataset
uspto-grants-2003_05
Patent number
US06569878B1

Reaction notes

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