4-Iodotoluene → 3-Hydroxy-5-[2-(3-methylphenyl)ethyl]pyridin-2(1H)-one

HRID 709050Notes

Reaction equation

C[O:2][C:3]1[C:8]([O:9]C)=[CH:7][C:6]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2C)=[CH:5][N:4]=1.I[C:21]1C=CC(C)=CC=1>>[OH:9][C:8]1[C:3](=[O:2])[NH:4][CH:5]=[C:6]([CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[C:17]([CH3:21])[CH:18]=2)[CH:7]=1

Participants

Reactant 2

HCID 122074-Iodotoluene

HCID 711862092,3-Dimethoxy-5-[(2-methylphenyl)ethynyl]pyridine2×

Product 1

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

Procedure

Prepared as described for 2,3-dimethoxy-5-[(2-methylphenyl)ethynyl]pyridine (Intermediate 33) but using 1-iodo-4-methylbenzene instead of 1-iodo-2-methylbenzene.

Workup

customPrepared

Sources & evidence

ORD record: ord-120f967d24d547f6888167a2b434ea44
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09180122B2

Reaction notes

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