HCID 59190180, compound → HCID 59190119, compound

HRID 1645267Notes

Reaction equation

HRID 1645267 reaction equation
[O:1]=[C:2]1[NH:3][C:4]2[C:9](/[C:10]/1=[CH:11]\[C:12]1[O:16][C:15]([C:17]3[CH:18]=[C:19]([NH:23]C(=O)OC(C)(C)C)[CH:20]=[CH:21][CH:22]=3)=[CH:14][CH:13]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2>Cl.O1CCOCC1>[NH2:23][C:19]1[CH:18]=[C:17]([C:15]2[O:16][C:12](/[CH:11]=[C:10]3/[C:2](=[O:1])[NH:3][C:4]4[C:9]/3=[CH:8][CH:7]=[CH:6][CH:5]=4)=[CH:13][CH:14]=2)[CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 1

HCID 59190180HCID 59190180, compound

Product 1

HCID 59190119HCID 59190119, compoundYield 111.7%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

A solution of (E)-tert-butyl 3-(5-((2-oxoindolin-3-ylidene)methyl)furan-2-yl)phenylcarbamate (600 mg, 1.49 mmol) in HCl/dioxane (4M, 3.0 mL) was stirred over night. The resulting precipitate was collected by filtration to yield desired (E)-3-((5-(3-aminophenyl)furan-2-yl)methylene)indolin-2-one (503 mg). LCMS (ES): m/z 303 [M+1]+.

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-03fe875cd45a451381c151bf30fc5429
Source dataset
uspto-grants-2012_02
Patent number
US08124649B2

Reaction notes

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