4-Phenylpiperidin-4-ol → 4-Hydroxy-4-phenyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl

HRID 2190564

Reaction equation

HRID 2190564 reaction equation
CC1SC(NC(C2C=CC(N3CCC(C4C=CC=C(C(F)(F)F)C=4)CC3)=NC=2)=O)=NC=1C1C=CC=CC=1.CC1SC(NC([C:47]2[CH:48]=[CH:49][C:50]([N:53]3[CH2:58][CH2:57][C:56]([OH:65])([C:59]4[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=4)[CH2:55][CH2:54]3)=[N:51][CH:52]=2)=O)=NC=1C1C=CC=CC=1.ClC1C=CC(C(NC2SC(C)=C(C3C=CC=CC=3)N=2)=O)=CN=1.C1(C2(O)CCNCC2)C=CC=CC=1>>[OH:65][C:56]1([C:59]2[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=2)[CH2:55][CH2:54][N:53]([C:50]2[CH:49]=[CH:48][CH:47]=[CH:52][N:51]=2)[CH2:58][CH2:57]1

Participants

5

Reactant 4

HCID 963874-Phenylpiperidin-4-olHCID 33799416-chloro-N-(5-methyl-4-phenyl-1,3-thiazol-2-yl)pyridine-3-carboxamideHCID 593179784-hydroxy-4-phenyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amideHCID 593179814-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amide

Product 1

HCID 866415024-Hydroxy-4-phenyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl

Procedure

With a method similar to that used for the preparation of 4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amide, 4-hydroxy-4-phenyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carboxylic acid (5-methyl-4-phenyl-thiazol-2-yl)-amide was prepared from 6-chloro-N-(5-methyl-4-phenyl-thiazol-2-yl)-nicotinamide and 4-phenyl-piperidin-4-ol. LCMS calcd for C27H26N4O2S (m/e) 470, obsd 471 (M+H).

Sources & evidence

ORD record
ord-bd5ad1c2c6e642459ab88f9ab2b2e2f2
Source dataset
uspto-grants-2012_12
Patent number
US08324385B2

Linked notes

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