Water → 1-ethyl-6-isopropoxy-2-[4-(2-oxo-oxazolidin-3-yl)-phenyl]-1H-indole-3-carbonitrile

HRID 506092Notes

Reaction equation

Cl[CH2:2][CH2:3][O:4][C:5](=[O:30])[NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:14]([CH2:28][CH3:29])[C:15]3[C:20]([C:21]=2[C:22]#[N:23])=[CH:19][CH:18]=[C:17]([O:24][CH:25]([CH3:27])[CH3:26])[CH:16]=3)=[CH:9][CH:8]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH2:28]([N:14]1[C:15]2[C:20](=[CH:19][CH:18]=[C:17]([O:24][CH:25]([CH3:27])[CH3:26])[CH:16]=2)[C:21]([C:22]#[N:23])=[C:13]1[C:10]1[CH:11]=[CH:12][C:7]([N:6]2[CH2:2][CH2:3][O:4][C:5]2=[O:30])=[CH:8][CH:9]=1)[CH3:29]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of [4-(3-cyano-1-ethyl-6-isopropoxy-1H-indol-2-yl)-phenyl]-carbamic acid 2-chloro-ethyl ester (30 mg, 0.07 mmol) in DMF (1 mL) is added aqueous K2CO3 (10 mg) and then stirred at 50° C. for 18 h. The reaction mixture is poured into cold water and the precipitate collected by filtration and washed with hexane and dried in vacuo to afford the title compound (21 mg, 81%).

Workup

filtrationthe precipitate collected by filtration
washwashed with hexane
customdried in vacuo

Sources & evidence

ORD record: ord-aab995d50d814bba896aaa6ce3a847a2
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781478B2

Reaction notes

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