Hydrochloric Acid → HCID 59300828, compound

HRID 2235359Notes

Reaction equation

HRID 2235359 reaction equation
[CH:1]([CH:4]1[C:12]2[C:7](=[CH:8][C:9]([N+:17]([O-:19])=[O:18])=[C:10]([NH:13]C(=O)C)[CH:11]=2)[N:6]([CH3:20])[C:5]1=[O:21])([CH3:3])[CH3:2].Cl>CC(O)C>[NH2:13][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][C:9]=1[N+:17]([O-:19])=[O:18])[N:6]([CH3:20])[C:5](=[O:21])[CH:4]2[CH:1]([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67426897HCID 67426897, compound

Product 1

HCID 59300828HCID 59300828, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

(rac)-N-(3-Isopropyl-1-methyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (686 mg) is dissolved in 2-propanol (4 ml) and hydrochloric acid (6 N; 6 ml) and heated for 1 h at 100° C. After a typical aqueous work-up the crude material is purified by flash chromatography on silica gel eluting with light petroleum/EtOAc (1:1) to give the title compound (429 mg).

Workup

  1. customAfter a typical aqueous work-up the crude material is purified by flash chromatography on silica gel eluting with light petroleum/EtOAc (1:1)

Sources & evidence

ORD record
ord-a21a04d925a042899848bc2d003e4d87
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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