HCID 86617926, compound → HCID 136389293, compound

HRID 1161584Notes

Reaction equation

HRID 1161584 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].[F:5][C:6]1[C:11](OCCF)=[CH:10][C:9]([O:16][CH3:17])=[CH:8][C:7]=1[C@H:18]([NH:31][C:32]1[CH:40]=[CH:39][C:35]([C:36]([NH2:38])=[NH:37])=[CH:34][CH:33]=1)[C:19]1[NH:23][C:22](=[O:24])[N:21]([C:25]2[N:30]=[CH:29][CH:28]=[CH:27][N:26]=2)[N:20]=1.[CH3:41][O:42]C(=O)N=C(SC)C(C1C=C(OC)C=C(O[C@@H](C)CO[Si](C(C)(C)C)(C)C)C=1F)=NC1C=CC(C2N=C(C)ON=2)=CC=1>>[C:1]([OH:4])(=[O:3])[CH3:2].[F:5][C:6]1[C:11]([O:4][C@@H:1]([CH3:2])[CH2:41][OH:42])=[CH:10][C:9]([O:16][CH3:17])=[CH:8][C:7]=1[CH:18]([NH:31][C:32]1[CH:33]=[CH:34][C:35]([C:36]([NH2:38])=[NH:37])=[CH:39][CH:40]=1)[C:19]1[NH:23][C:22](=[O:24])[N:21]([C:25]2[N:26]=[CH:27][CH:28]=[CH:29][N:30]=2)[N:20]=1

Participants

3

Reactant 2

HCID 86617926HCID 86617926, compoundHCID 136366453(S)-4-({[2-fluoro-3-(2-fluoroethoxy)-5-methoxyphenyl]-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)methyl}amino)benzamidine acetate

Product 1

HCID 136389293HCID 136389293, compound

Procedure

The same procedure was carried out as in Examples (3e) to (3h), except that {2-{3-[(S)-2-(t-butyldimethylsilanyloxy)-1-methylethoxy]-2-fluoro-5-methoxyphenyl}-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester was used instead of [2-(2-fluoro-3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester in Example (3e), to give the first eluting enantiomer of the title compound.

Sources & evidence

ORD record
ord-a417c01a117f4acea486d3392ad84cdb
Source dataset
uspto-grants-2010_10
Patent number
US07816522B2

Reaction notes

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