HCID 178472478, compound → HCID 178459593, compound

HRID 1676170Notes

Reaction equation

[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:16]=[CH:15][C:14]([O:17][C@@H:18]3[CH2:23][CH2:22][C@H:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:19]3)=[CH:13][C:12]2=[O:29])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:30]S(C1C=CC(N2C=CC(O[C@H]3CC[C@H](C(OCC)=O)CC3)=CC2=O)=CC=1)(=O)=O>>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:16]=[CH:15][C:14]([O:17][C@@H:18]3[CH2:19][CH2:20][C@H:21]([C:24]([O:26][CH:27]([CH3:30])[CH3:28])=[O:25])[CH2:22][CH2:23]3)=[CH:13][C:12]2=[O:29])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

Reactant 2

HCID 178472478HCID 178472478, compound

HCID 178472479HCID 178472479, compound

Product 1

HCID 178459593HCID 178459593, compound

Procedure

Example 65 was prepared according to procedures described in Example 66 substituting cis-ethyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)cyclohexanecarboxylate for trans-ethyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)cyclohexanecarboxylate. 1H NMR (400 MHz, CDCl3) δ 8.03 (d, J=8.5 Hz, 2H), 7.59 (d, J=8.5 Hz, 2H), 7.20 (d, J=7.5 Hz, 1H), 6.05 (d, J=7.5 Hz, 1H), 5.96 (s, 1H), 5.00 (sept, J=6.2 Hz, 1H), 4.44-4.48 (m, 1H), 3.08 (s, 3H), 2.36-2.41 (m, 1H), 1.99-2.08 (m, 2H), 1.83-1.95 (m, 2H), 1.63-1.79 (m, 4H), 1.21 (d, J=6.2 Hz, 6H). MS (ESI) 434 (M+H).

Workup

customExample 65 was prepared

Sources & evidence

ORD record: ord-4594dc91805047e89825e8044125ee77
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08003796B2

Reaction notes

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