2,3-Dimethoxy-5-[(3-methyl-phenyl)ethynyl]pyridine → 3-Hydroxy-5-[2-(3-methylphenyl)ethyl]pyridin-2(1H)-one

HRID 709082Notes

Reaction equation

HRID 709082 reaction equation
OC1C(=O)NC=C(CCC2C=CC=CC=2C)C=1.C[O:19][C:20]1[C:25]([O:26]C)=[CH:24][C:23]([C:28]#[C:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[CH:31]=2)=[CH:22][N:21]=1>>[OH:26][C:25]1[C:20](=[O:19])[NH:21][CH:22]=[C:23]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([CH3:36])[CH:31]=2)[CH:24]=1

Participants

3

Reactant 2

HCID 711860302,3-Dimethoxy-5-[(3-methyl-phenyl)ethynyl]pyridine2×HCID 711871703-hydroxy-5-(2-methylphenethyl)pyridin-2(1H)-one

Product 1

HCID 711863213-Hydroxy-5-[2-(3-methylphenyl)ethyl]pyridin-2(1H)-one

Procedure

Prepared as described for 3-hydroxy-5-(2-methylphenethyl)pyridin-2(1H)-one (Example 27) from 2,3-dimethoxy-5-[(3-methyl-phenyl)ethynyl]pyridine (Intermediate 34).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-247671e304ba4f8fb88346462c62799f
Source dataset
uspto-grants-2015_11
Patent number
US09180122B2

Reaction notes

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