Potassium Bromide → HCID 19696491, compound

HRID 1951321Notes

Reaction equation

HRID 1951321 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]3[C:14]([C:15](OCC)=[O:16])=[CH:13][CH:12]=[CH:11][N:10]3[CH:20]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[K+].[Br-]>>[OH:16][CH2:15][C:14]1[C:9]2[N:10]([CH:20]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]=2)[CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 253877Potassium BromideHCID 22147605Ethyl 2-phenylimidazo[1,2-a]pyridine-8-carboxylate

Product 1

HCID 19696491HCID 19696491, compound

Procedure

From 2c (yield: 92%); mp 85-87° C.; IR (KBr) 2926, 1731, 1605, 1481, 1371 cm−1; 1H NMR (400 MHz, CDCl3) δ 4.95 (s, 2H), 6.71 (t, 1H, J=7 Hz), 7.05 (d, 1H, J=7 Hz), 7.32 (t, 1H, J=7.5 Hz), 7.42 (t, 2H, J=7.5 Hz), 7.81 (s, 1H), 7.92 (d, 2H, J=7.5 Hz), 8.00 (d, 1H, J=7 Hz); 13C NMR (100 MHz, CDCl3) δ 62.4, 108.2, 112.5, 121.5, 124.6, 126.1, 128.1, 128.6, 129.6, 133.3, 144.6, 145.0; MS m/z 224 (M+, 52), 223 (100), 195 (50), 91 (26), 78 (30), 51 (28).

Sources & evidence

ORD record
ord-e5df06ef42694b9bafd440a32da256fd
Source dataset
uspto-grants-2013_03
Patent number
US08404707B2

Reaction notes

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