3-Pyridinylboronic acid → [4-((R)-2-Hydroxymethyl-pyrrolidin-1-yl)-piperidin-1-yl]-[3-methyl-5-pyridin-3-yl-2-(3-trifluoromethoxy-phenyl)-3H-imidazol-4-yl]-methanone

HRID 545407Notes

Reaction equation

HRID 545407 reaction equation
[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[N:17]([CH3:33])[C:18]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([O:28][C:29]([F:32])([F:31])[F:30])[CH:23]=3)=[N:19][C:20]=2I)=[O:15])[CH2:10][CH2:9]1.[N:34]1[CH:39]=[CH:38][CH:37]=[C:36](B(O)O)[CH:35]=1>>[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[CH:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[N:17]([CH3:33])[C:18]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([O:28][C:29]([F:32])([F:31])[F:30])[CH:23]=3)=[N:19][C:20]=2[C:36]2[CH:35]=[N:34][CH:39]=[CH:38][CH:37]=2)=[O:15])[CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 57541087[4-((R)-2-Hydroxymethyl-pyrrolidin-1-yl)-piperidin-1-yl]-[5-iodo-3-methyl-2-(3-trifluoromethoxy-phenyl)-3H-imidazol-4-yl]-methanone

Product 1

HCID 57541147[4-((R)-2-Hydroxymethyl-pyrrolidin-1-yl)-piperidin-1-yl]-[3-methyl-5-pyridin-3-yl-2-(3-trifluoromethoxy-phenyl)-3H-imidazol-4-yl]-methanone

Procedure

In analogy to the procedure described for example 7, [4-((R)-2-hydroxymethyl-pyrrolidin-1-yl)-piperidin-1-yl]-[5-iodo-3-methyl-2-(3-trifluoromethoxy-phenyl)-3H-imidazol-4-yl]-methanone (example 46) was reacted with pyridin-3-yl-boronic acid to give the title compound as off-white foam. MS: 530.3 (MH+).

Sources & evidence

ORD record
ord-85f63e9191294d59b0803f46cd5fe366
Source dataset
uspto-grants-2011_05
Patent number
US07935707B2

Reaction notes

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