2-Fluoropyridine-5-boronic acid pinacol ester → HCID 89445414, compound

HRID 2283972Notes

Reaction equation

HRID 2283972 reaction equation
[F:1][C:2]1C=[CH:6][C:5]([C:8]2[C:9]([NH2:37])=[N:10][CH:11]=[N:12][C:13]=2[N:14]2[CH2:19][CH2:18][CH:17]([C:20]3[N:21]([CH3:36])[CH:22]=[C:23]([C:25]4[CH:30]=[CH:29][C:28]([F:31])=[C:27]([C:32]([F:35])([F:34])[F:33])[CH:26]=4)[N:24]=3)[CH2:16][CH2:15]2)=[CH:4][CH:3]=1.FC1[N:44]=CC(B2OC(C)(C)C(C)(C)O2)=CC=1>>[F:1][C:2]1[N:44]=[CH:6][C:5]([C:8]2[C:9]([NH2:37])=[N:10][CH:11]=[N:12][C:13]=2[N:14]2[CH2:19][CH2:18][CH:17]([C:20]3[N:21]([CH3:36])[CH:22]=[C:23]([C:25]4[CH:30]=[CH:29][C:28]([F:31])=[C:27]([C:32]([F:35])([F:34])[F:33])[CH:26]=4)[N:24]=3)[CH2:16][CH2:15]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 121772222-Fluoropyridine-5-boronic acid pinacol esterHCID 894424825-(4-Fluoro-phenyl)-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidin-4-ylamine

Product 1

HCID 89445414HCID 89445414, compound

Procedure

The title compound was prepared in an analogous manner as 5-(4-Fluoro-phenyl)-6-{4-[4-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidin-4-ylamine using (6-fluoropyridin-3-yl)boronic acid pinacol ester instead of 4-fluorophenylboronic acid. LC-MS: (M+1=516, obsd.=516).

Sources & evidence

ORD record
ord-ab7bf9d341cc46368879b0f13b09ee38
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

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