N-Methoxy-N-methylnicotinamide → 2-Phenyl-1-pyridin-3-yl-ethanone

HRID 401163

Reaction equation

HRID 401163 reaction equation
CO[C:3]1[CH:4]=[C:5]([CH2:11][C:12]([C:14]2[CH:19]=C[CH:17]=[CH:16][CH:15]=2)=[O:13])[CH:6]=[CH:7][C:8]=1OC.CO[N:22](C)C(=O)C1C=CC=NC=1.C([Mg]Cl)C1C=CC=CC=1>>[C:5]1([CH2:11][C:12]([C:14]2[CH:19]=[N:22][CH:17]=[CH:16][CH:15]=2)=[O:13])[CH:6]=[CH:7][CH:8]=[CH:3][CH:4]=1

Participants

4

Reactant 3

HCID 10558996N-Methoxy-N-methylnicotinamideHCID 123366833,4-Dimethoxy-2-phenylacetophenoneHCID 178418336HCID 178418336, compound

Product 1

HCID 43289002-Phenyl-1-pyridin-3-yl-ethanoneYield 19%

Procedure

Followed the procedure described in Step 2 of Intermediate 7 with N-methoxy-N-methylnicotinamide and benzylmagnesium chloride, where the mixture was stirred for 3 hours. Purification was achieved by column chromatography (PE:EtOAc=5:1) to give Intermediate 31 (110 mg, yield 19%).

Workup

  1. customPurification

Sources & evidence

ORD record
ord-529c2619fe2a41d1bf2b7619d4df34c9
Source dataset
uspto-grants-2014_06
Patent number
US08741915B2

Linked notes

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