Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetate → Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7,8-dimethylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetate

HRID 1482065Notes

Reaction equation

HRID 1482065 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[C:15]([CH3:16])=[C:14]([CH3:17])[C:13]([C:18](=[O:23])[C:19]([O:21][CH3:22])=[O:20])=[C:12](Cl)[N:11]3[CH:25]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:26]([O:29][C:30]1([CH3:59])[CH2:35][CH2:34][N:33](C2N3C=C(C4C=CC=C(Br)C=4)N=C3C=C(C)C=2C(=O)C(OC)=O)[CH2:32][CH2:31]1)[CH:27]=[CH2:28]>>[CH2:26]([O:29][C:30]1([CH3:59])[CH2:31][CH2:32][N:33]([C:12]2[N:11]3[CH:25]=[C:8]([C:4]4[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=4)[N:9]=[C:10]3[C:15]([CH3:16])=[C:14]([CH3:17])[C:13]=2[C:18](=[O:23])[C:19]([O:21][CH3:22])=[O:20])[CH2:34][CH2:35]1)[CH:27]=[CH2:28]

Participants

3

Reactant 2

HCID 118308795Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetateHCID 118308831Methyl 2-(2-(3-bromophenyl)-5-chloro-7,8-dimethylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetate

Product 1

HCID 118308848Methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7,8-dimethylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetateYield 60%

Procedure

Prepared from methyl 2-(2-(3-bromophenyl)-5-chloro-7,8-dimethylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetate in 60% yield following the same procedure as methyl 2-(5-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(3-bromophenyl)-7-methylimidazo[1,2-a]pyridin-6-yl)-2-oxoacetate. LCMS (ESI, M+1): 540.20.

Sources & evidence

ORD record
ord-d2ca2d0cbd6c4c0ba76179dc1e73e155
Source dataset
uspto-grants-2016_08
Patent number
US09409922B2

Reaction notes

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