[6-(Piperazin-1-yl)pyridin-3-yl]boronic acid → HCID 89442794, compound

HRID 2283971Notes

Reaction equation

FC1C=CC([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)=CC=1.[N:38]1([C:44]2[N:49]=[CH:48][C:47](B(O)O)=[CH:46][CH:45]=2)[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]1>>[F:31][C:28]1[CH:29]=[CH:30][C:25]([C:23]2[N:24]=[C:20]([CH:17]3[CH2:16][CH2:15][N:14]([C:13]4[N:12]=[CH:11][N:10]=[C:9]([NH2:37])[C:8]=4[C:47]4[CH:48]=[N:49][C:44]([N:38]5[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]5)=[CH:45][CH:46]=4)[CH2:19][CH2:18]3)[N:21]([CH3:36])[CH:22]=2)=[CH:26][C:27]=1[C:32]([F:34])([F:33])[F:35]

Participants

Reactant 2

HCID 54758833[6-(Piperazin-1-yl)pyridin-3-yl]boronic acid

HCID 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 89442794HCID 89442794, 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-(piperazin-1-yl)pyridin-3-yl)boronic acid instead of 4-fluorophenylboronic acid. LC-MS: (M+1=582, obsd.=582).

Sources & evidence

ORD record: ord-e3d36ba5449043798dbc4f2dfe976f66
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09145392B2

Reaction notes

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