HCID 68890408, compound → HCID 69017849, compound

HRID 1821002Notes

Reaction equation

[OH:1][CH:2]([CH:6]([OH:31])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH:25]([CH3:27])[CH3:26])=[C:20]([C:28]#[N:29])[CH:19]=3)[CH2:16][O:15][N:14]=2)=[C:9]([CH3:30])[CH:8]=1)[C:3]([O-:5])=[O:4].C(OC1C=CC(C2N=C(C3C=CC(CCC(OC)=O)=CC=3C)ON=2)=CC=1C(F)(F)F)(C)C>>[OH:1][CH:2]([CH:6]([OH:31])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH:25]([CH3:27])[CH3:26])=[C:20]([C:28]#[N:29])[CH:19]=3)[CH2:16][O:15][N:14]=2)=[C:9]([CH3:30])[CH:8]=1)[C:3]([OH:5])=[O:4]

Participants

Reactant 2

HCID 68890408HCID 68890408, compound

HCID 86623620HCID 86623620, compound

Product 1

HCID 69017849HCID 69017849, compound

Procedure

The title compound was prepared using the procedure analogous to that described for EXAMPLE 75, Step E substituting methyl erythro(+/−)-2,3-dihydroxy-3-(4-(4-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-3-methylphenyl)propanoate (from Step A) for methyl 3-(4-(3-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-oxadiazol-5-yl)-3-methylphenyl)propanoate: 1H NMR (500 MHz, CD3OD) δ 1.45 (d, J=6.2, 6H), 2.65 (s, 3H), 4.37 (d, J=5.3, 1H), 4.93-4.96 (m, 2M), 7.40-7.44 (m, 3H), 8.00 (d, J=8.2, 1H), 8.42 (dd, J=2.1, 9.0, 1H), 8.44 (d, J=2.1, 11H).

Sources & evidence

ORD record: ord-008a8e62ac2841e88ce7812f80faec85
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07605171B2

Reaction notes

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