Acetonitrile → HCID 178424862, compound

HRID 2216641Notes

Reaction equation

HRID 2216641 reaction equation
C([O:4][CH:5]([N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)/[C:9](=[CH:16]/[C:17]2[NH:18][C:19]([CH3:23])=[CH:20][C:21]=2[CH3:22])/[C:8]1=[O:24])[CH3:6])(=O)C.C(#N)C>C(O)=O>[CH3:22][C:21]1[CH:20]=[C:19]([CH3:23])[NH:18][C:17]=1/[CH:16]=[C:9]1\[C:8](=[O:24])[N:7]([CH:5]([OH:4])[CH3:6])[C:15]2[C:10]\1=[CH:11][CH:12]=[CH:13][CH:14]=2

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 10268158HCID 10268158, compound

Product 1

HCID 178424862HCID 178424862, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Alternatively, (3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1-(1-hydroxyethyl)-1,3-dihydro-2H-indol-2-one (4b) was prepared in >90% yield by treating 1-{(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)-methylidene]-2-oxo-2,3-dihydro-1H-indol-1-yl}ethyl acetate (4a) (500 mg) with aqueous acetonitrile (10 mL) and formic acid (200 mg) overnight.

Sources & evidence

ORD record
ord-bc52217efcce496da596e89e0f62f858
Source dataset
uspto-grants-2006_09
Patent number
US07112603B2

Reaction notes

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