1-Methylpyrrole-2-carbonitrile → 1-methyl-5-(4-pivaloylphenyl)-1H-pyrrole-2-carbonitrile

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][CH:3]=1.[CH3:14][N:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[C:20]#[N:21]>>[CH3:10][C:9]([CH3:12])([CH3:11])[C:8]([C:5]1[CH:6]=[CH:7][C:2]([C:19]2[N:15]([CH3:14])[C:16]([C:20]#[N:21])=[CH:17][CH:18]=2)=[CH:3][CH:4]=1)=[O:13]

Participants

Reactant 2

HCID 20641111-Methylpyrrole-2-carbonitrile

HCID 128120801-(4-Bromophenyl)-2,2-dimethylpropan-1-one

Product 1

HCID 249873771-methyl-5-(4-pivaloylphenyl)-1H-pyrrole-2-carbonitrile

Procedure

The title compound was prepared from 1-(4-bromophenyl)-2,2-dimethylpropan-1-one and 1-methyl-2-cyanopyrrole according to the coupling procedure described in example 1. MS m/z 267; HRMS: calcd for C17H18N2O+H+, 267.14919; found (ESI, [M+H]+), 267.1494.

Sources & evidence

ORD record: ord-a1b50bd183644d4eb7dd17f9a2e47190
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07319152B2

Reaction notes

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