4-(6-Phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde → 2-{1-[4-(6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-benzyl]-piperidin-4-yl}-3H-imidazo[4,5-b]pyridine

HRID 1851259Notes

Reaction equation

HRID 1851259 reaction equation
[C:1]1([C:7]2[C:8]([C:16]3[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=3)=[N:9][C:10]3[N:11]([CH:13]=[CH:14][N:15]=3)[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH:25]1[CH2:30][CH2:29][CH:28]([C:31]2[NH:39][C:34]3=[N:35][CH:36]=[CH:37][CH:38]=[C:33]3[N:32]=2)[CH2:27][CH2:26]1>>[C:1]1([C:7]2[C:8]([C:16]3[CH:23]=[CH:22][C:19]([CH2:20][N:25]4[CH2:26][CH2:27][CH:28]([C:31]5[NH:39][C:34]6=[N:35][CH:36]=[CH:37][CH:38]=[C:33]6[N:32]=5)[CH2:29][CH2:30]4)=[CH:18][CH:17]=3)=[N:9][C:10]3[N:11]([CH:13]=[CH:14][N:15]=3)[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 866306554-(6-Phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 178478275HCID 178478275, compound

Product 1

HCID 1784201052-{1-[4-(6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-benzyl]-piperidin-4-yl}-3H-imidazo[4,5-b]pyridineYield 68.4%

Procedure

By reacting 150 mg (0.5 mmol) 4-(6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde with 122 mg (0.6 mmol) 2-piperidine-4-yl-3H-imidazo[4,5-b]pyridine hydrochloride salt as described in example 6.0 the desired compound (166 mg) was obtained after purification on silicagel.

Sources & evidence

ORD record
ord-5f1883dd6ed548b9bdc131ab7bc9e19f
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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