(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-thioacetic acid S-pyridin-2-yl ester → 2-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-1-phenyl-ethanone

HRID 2239262Notes

Reaction equation

HRID 2239262 reaction equation
N1C=CC=CC=1S[C:8](=[O:27])[CH2:9][C:10]1[N:14]2[CH:15]=[C:16]([CH3:19])[CH:17]=[CH:18][C:13]2=[N:12][C:11]=1[C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1.[C:28]1([Mg]Br)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH3:19][C:16]1[CH:17]=[CH:18][C:13]2[N:14]([C:10]([CH2:9][C:8]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[O:27])=[C:11]([C:20]3[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=3)[N:12]=2)[CH:15]=1

Participants

3

Reactant 2

HCID 57466437(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-thioacetic acid S-pyridin-2-yl esterHCID 178418255HCID 178418255, compound

Product 1

HCID 587636132-(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-1-phenyl-ethanone

Procedure

Prepared from (6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)thioacetic acid S-pyridin-2-yl ester 1c and phenylmagnesium bromide using a similar procedure described above. 1H NMR (400 MHz, CDCl3) δ 2.26 (s, 3H), 2.37 (s, 3H), 4.64 (s, 2H), 7.00 (d, J=8.8 Hz, 1H), 7.21 (d, J=8.0 Hz, 2H), 7.41 (t, J=7.7 Hz, 2H), 7.52 (d, J=8.4 Hz, 2H), 7.58 (m, 3H), 7.96 (d, J=7.3 Hz, 2H). Mass spectrum m/e 341 (M+).

Sources & evidence

ORD record
ord-4bf5c0baa0a848a1b4608910376fabcc
Source dataset
uspto-grants-2010_05
Patent number
US07723324B2

Reaction notes

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