1-Methylpyrrole-2-carbonitrile → 1-methyl-5-(3-methyl-1-oxo-2,3-dihydro-1H-inden-5-yl)-1H-pyrrole-2-carbonitrile

HRID 2219810Notes

Reaction equation

HRID 2219810 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH:5]2[CH3:12].[CH3:13][N:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19]#[N:20]>>[CH3:13][N:14]1[C:18]([C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[C:7](=[O:11])[CH2:6][CH:5]3[CH3:12])=[CH:17][CH:16]=[C:15]1[C:19]#[N:20]

Participants

3

Reactant 2

HCID 20641111-Methylpyrrole-2-carbonitrileHCID 136765185-Bromo-3-methyl-2,3-dihydro-1h-inden-1-one

Product 1

HCID 249866681-methyl-5-(3-methyl-1-oxo-2,3-dihydro-1H-inden-5-yl)-1H-pyrrole-2-carbonitrileYield 76%

Procedure

1-Methyl-5-(3-methyl-1-oxo-2,3-dihydro-1H-inden-5-yl)-1H-pyrrole-2-carbonitrile as an orange solid (0.65 g, 76%) was prepared from 5-bromo-3-methyl-indan-1-one and 1-methyl-2-cyanopyrrole according to the same coupling procedure as described in example 2. MS (ES) m/z 251.2; Anal. Calcd for C16H14N2O: C, 76.78; H, 5.64; N, 11.19. Found: C, 76.49; H, 5.49; N, 11.10. HRMS: calcd for C16H14N2O+H+, 251.1179; found (ESI, [M+H]+), 251.1179.

Sources & evidence

ORD record
ord-d3727a29746240fe86ce1def87f60ca5
Source dataset
uspto-grants-2008_08
Patent number
US07414142B2

Reaction notes

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