[6-Chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone → HCID 178422649, compound

HRID 1517106Notes

Reaction equation

HRID 1517106 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]=1[O:21]C.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.CC1(C)C(C)(C)OB(C2C=CC(O)=NC=2)O1>>[OH:21][C:5]1[N:6]=[CH:7][C:8]([C:25]2[C:26]([C:45]3[CH:50]=[CH:49][CH:48]=[C:47]([C:51]([F:54])([F:53])[F:52])[CH:46]=3)=[CH:27][C:28]([CH3:44])=[C:29]([C:31]([N:33]3[CH2:38][CH2:37][CH:36]([N:39]4[CH2:40][CH2:41][CH2:42][CH2:43]4)[CH2:35][CH2:34]3)=[O:32])[N:30]=2)=[CH:9][CH:4]=1

Participants

4

Reactant 3

HCID 44547211[6-Chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanoneHCID 57441128HCID 57441128, compoundHCID 178431084HCID 178431084, compound

Product 1

HCID 178422649HCID 178422649, compound

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 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-ol to give the title compound as yellow amorphous solid. MS: 511.2 (MH+).

Sources & evidence

ORD record
ord-1996dd43eca5459280815dde1e0bbea5
Source dataset
uspto-grants-2012_07
Patent number
US08227613B2

Reaction notes

Loading…