5-Fluoro-2-piperidin-4-YL-1H-benzoimidazole hydrochloride → 7-{4-[4-(6-fluoro-1H-benzimidazol-2-yl)-piperidin-1-ylmethyl]-phenyl}-6-phenylimidazo[1,2-a]pyrimidine

HRID 1851260Notes

Reaction equation

HRID 1851260 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.[F:25][C:26]1[CH:27]=[CH:28][C:29]2[N:33]=[C:32]([CH:34]3[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]3)[NH:31][C:30]=2[CH:40]=1>>[F:25][C:26]1[CH:27]=[CH:28][C:29]2[N:33]=[C:32]([CH:34]3[CH2:35][CH2:36][N:37]([CH2:20][C:19]4[CH:22]=[CH:23][C:16]([C:8]5[C:7]([C:1]6[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=6)=[CH:12][N:11]6[CH:13]=[CH:14][N:15]=[C:10]6[N:9]=5)=[CH:17][CH:18]=4)[CH2:38][CH2:39]3)[NH:31][C:30]=2[CH:40]=1

Participants

3

Reactant 2

HCID 534298905-Fluoro-2-piperidin-4-YL-1H-benzoimidazole hydrochlorideHCID 866306554-(6-Phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

Product 1

HCID 687522447-{4-[4-(6-fluoro-1H-benzimidazol-2-yl)-piperidin-1-ylmethyl]-phenyl}-6-phenylimidazo[1,2-a]pyrimidineYield 65.7%

Procedure

150 mg (0.5 mmol) 4-(6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde were reacted with 132 mg (0.6 mmol) 6-fluoro-2-piperidine-4-yl-1H-benzimidazole hydrochloride salt in analogy as described in example 6.0. The desired compound (165 mg) was obtained after purification on silicagel.

Sources & evidence

ORD record
ord-84723f2dda774727a5084ddc4c1b3e73
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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