5-Chlorothiophene-2-carbonyl Chloride → HCID 57572393, compound

HRID 1363075Notes

Reaction equation

HRID 1363075 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[O:15][C:14]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH:13][CH:12]=3)[CH:9]=2)[NH:4][N:3]=1.[Cl:23][C:24]1[S:28][C:27]([C:29](Cl)=[O:30])=[CH:26][CH:25]=1>CN(C)C1C=CN=CC=1.N1C=CC=CC=1.O1CCOCC1>[Cl:23][C:24]1[S:28][C:27]([C:29]([NH:1][C:2]2[C:10]3[C:5](=[CH:6][CH:7]=[C:8]([C:11]4[O:15][C:14]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH:13][CH:12]=4)[CH:9]=3)[NH:4][N:3]=2)=[O:30])=[CH:26][CH:25]=1

Participants

6

Reactant 2

HCID 5892235-Chlorothiophene-2-carbonyl ChlorideHCID 57572395HCID 57572395, compound

Product 1

HCID 57572393HCID 57572393, compound

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolventHCID 312751,4-DioxaneSolvent

Procedure

300 mg of tert-butyl 5-(3-amino-1H-indazol-5-yl)furan-2-carboxylate, 199 mg of 5-chlorothiophene-2-carbonyl chloride and 8 mg of 4-(dimethylamino)pyridine are stirred at 90° C. for 24 hours in 2 ml of pyridine and 100 μl of dioxane. The reaction mixture is evaporated, and the residue is purified by column chromatography. Yield: 260 mg (58%) of tert-butyl 5-{3-[(5-chlorothiophene-2-carbonyl)amino]-1H-indazol-5-yl}furan-2-carboxylate.

Workup

  1. customThe reaction mixture is evaporated
  2. customthe residue is purified by column chromatography

Sources & evidence

ORD record
ord-c8e8ff20376f43459c256e76affaf733
Source dataset
uspto-grants-2011_02
Patent number
US07884126B2

Reaction notes

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