HCID 136336834, compound → HCID 136336833, compound

HRID 876757Notes

Reaction equation

HRID 876757 reaction equation
C([O:8][C:9]1[C:10](=[N:29][OH:30])[N:11]([CH3:28])[CH:12]=[N:13][C:14]=1[C:15]1[O:16][C:17]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)=[N:18][N:19]=1)C1C=CC=CC=1.[H][H]>[Pd]>[F:27][C:24]1[CH:23]=[CH:22][C:21]([CH2:20][C:17]2[O:16][C:15]([C:14]3[N:13]=[CH:12][N:11]([CH3:28])[C:10](=[N:29][OH:30])[C:9]=3[OH:8])=[N:19][N:18]=2)=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 136336834HCID 136336834, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 136336833HCID 136336833, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

5-Benzyloxy-6-[5-(4-fluoro-benzyl)-[1,3,4]oxadiazol-2-yl]-3-methyl-3H-pyrimidin-4-one oxime was hydrogenated at 1 atmosphere of hydrogen in the presence of equal weight of 10% Pd/C to give 68% yield of 6-[5-(4-fluoro-benzyl)-[1,3,4]oxadiazol-2-yl]-5-hydroxy-3-methyl-3H-pyrimidin-4-one oxime (COTI-HIV-1DOxime or, also referred to as COTI-HIV-1). Results are summarized below.

Sources & evidence

ORD record
ord-bb3a593cd9cc4417872755f2c490f208
Source dataset
uspto-grants-2015_03
Patent number
US08987272B2

Reaction notes

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