HCID 67069993, compound → HCID 67070148, compound

HRID 2390800Notes

Reaction equation

HRID 2390800 reaction equation
[C:1]([C:5]1[C:6]([O:28][CH3:29])=[C:7]([CH:18]=[C:19]([C:21]2[C:22](=[O:27])[NH:23][CH:24]=[CH:25][CH:26]=2)[CH:20]=1)[C:8]([C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[C:13]#[N:14])=[O:9])([CH3:4])([CH3:3])[CH3:2]>[Ni]>[NH2:14][CH2:13][C:12]1[CH:11]=[C:10]([CH:17]=[CH:16][CH:15]=1)[C:8]([C:7]1[CH:18]=[C:19]([C:21]2[C:22](=[O:27])[NH:23][CH:24]=[CH:25][CH:26]=2)[CH:20]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[O:28][CH3:29])=[O:9]

Participants

3

Reactant 1

HCID 67069993HCID 67069993, compound

Product 1

HCID 67070148HCID 67070148, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

I-66 is prepared by catalytic hydrogenation of 41 with Raney Nickel (MeOH/NH40H) to afford 3-[3-(3-aminomethyl-benzoyl)-5-tert-butyl-4-methoxy-phenyl]-1H-pyridin-2-one. Conversion of the amine to a sulfonamide and cleavage of the pyridinyl ether are carried out in accord with the procedures in step 3 and 4 of example 6.

Sources & evidence

ORD record
ord-35fade002a084c158f547b342c21fb3d
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

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