[1,4'-Bipiperidin]-3-ol → (Rac)-(3-hydroxy-[1,4']bipiperidinyl-1'-yl)-[5-iodo-3-methyl-2-(3-trifluoromethyl-phenyl)-3h-imidazol-4-yl]-methanone

HRID 545416Notes

Reaction equation

HRID 545416 reaction equation
[I:1][C:2]1[N:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[N:4]([CH3:17])[C:3]=1[C:18](O)=[O:19].[N:21]1([CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH2:26][CH2:25][CH2:24][CH:23]([OH:27])[CH2:22]1>>[OH:27][CH:23]1[CH2:24][CH2:25][CH2:26][N:21]([CH:28]2[CH2:33][CH2:32][N:31]([C:18]([C:3]3[N:4]([CH3:17])[C:5]([C:7]4[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:14])([F:15])[F:16])[CH:8]=4)=[N:6][C:2]=3[I:1])=[O:19])[CH2:30][CH2:29]2)[CH2:22]1

Participants

3

Reactant 2

HCID 21091574[1,4'-Bipiperidin]-3-olHCID 671332315-iodo-3-methyl-2-(3-trifluoromethyl-phenyl)-3H-imidazole-4-carboxylic acid

Product 1

HCID 57541103(Rac)-(3-hydroxy-[1,4']bipiperidinyl-1'-yl)-[5-iodo-3-methyl-2-(3-trifluoromethyl-phenyl)-3h-imidazol-4-yl]-methanone

Procedure

In analogy to the procedure described for example 2, 5-iodo-3-methyl-2-(3-trifluoromethyl-phenyl)-3H-imidazole-4-carboxylic acid (example 36) was coupled with (rac)-[1,4′]bipiperidinyl-3-ol to give the title compound as off-white solid. MS: 563.2 (MH+).

Sources & evidence

ORD record
ord-54834fbcda474a9380af99baa2752d52
Source dataset
uspto-grants-2011_05
Patent number
US07935707B2

Reaction notes

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