3-Pyridinylboronic acid → [5-Methyl-3-(3-trifluoromethyl-phenyl)-[2,3']bipyridinyl-6-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

HRID 1517084Notes

Reaction equation

HRID 1517084 reaction equation
COC(=O)[C:4]1[C:9](C)=[CH:8][C:7](C2C=CC=C(C(F)(F)F)C=2)=[N:6][C:5]=1OC.Cl[C:25]1[N:30]=[C:29]([C:31]([N:33]2[CH2:38][CH2:37][CH:36]([N:39]3[CH2:43][CH2:42][CH2:41][CH2:40]3)[CH2:35][CH2:34]2)=[O:32])[C:28]([CH3:44])=[CH:27][C:26]=1[C:45]1[CH:50]=[CH:49][CH:48]=[C:47]([C:51]([F:54])([F:53])[F:52])[CH:46]=1.N1C=CC=C(B(O)O)C=1>>[CH3:44][C:28]1[CH:27]=[C:26]([C:45]2[CH:50]=[CH:49][CH:48]=[C:47]([C:51]([F:54])([F:53])[F:52])[CH:46]=2)[C:25]([C:4]2[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=2)=[N:30][C:29]=1[C:31]([N:33]1[CH2:38][CH2:37][CH:36]([N:39]2[CH2:43][CH2:42][CH2:41][CH2:40]2)[CH2:35][CH2:34]1)=[O:32]

Participants

4

Reactant 3

HCID 27343783-Pyridinylboronic acidHCID 44547211[6-Chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanoneHCID 57441128HCID 57441128, compound

Product 1

HCID 44547361[5-Methyl-3-(3-trifluoromethyl-phenyl)-[2,3']bipyridinyl-6-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

Procedure

In analogy to the procedure described for the preparation of intermediate 5C, [6-chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (example 3) was reacted with pyridine-3-yl-boronic acid to give the title compound as colorless oil. MS: 495.3 (MH+).

Sources & evidence

ORD record
ord-c998738bc1ec4779b980b08f50fc15b3
Source dataset
uspto-grants-2012_07
Patent number
US08227613B2

Reaction notes

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