1-Phenyl-1-propanone → HCID 78135456, compound

HRID 626153Notes

Reaction equation

HRID 626153 reaction equation
[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([C:14]2[CH:19]=[CH:18][C:17]([O:20]C3CCCCO3)=[CH:16][CH:15]=2)=O)=[N:10][CH:11]=1.[C:28]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)(=O)[CH2:29][CH3:30]>>[CH3:27][N:2]([CH3:1])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([C:14]2[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=2)=[C:28]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:29][CH3:30])=[N:10][CH:11]=1

Participants

3

Reactant 2

HCID 71481-Phenyl-1-propanoneHCID 89672891(5-(2-(dimethylamino)ethoxy)pyridin-2-yl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone

Product 1

HCID 78135456HCID 78135456, compound

Procedure

Following general procedure of McMurry reaction as described in example 1, step B, (5-(2-(dimethylamino)ethoxy)pyridin-2-yl)(4-(tetrahydro-2H-pyran-2-yloxy) phenyl)methanone (1 eq) was reacted with propiophenone (2 eq) to give the desired product (Z/E=1/1). m/z=389[M+1]+.

Workup

  1. customgeneral procedure of McMurry reaction

Sources & evidence

ORD record
ord-a0b600ae5887424e9d4468fa2c02a609
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

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