HCID 57468383, compound → HCID 57468388, compound

HRID 1895710Notes

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][CH:18]3[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]4[CH:32]=[CH:31][C:30](Br)=[CH:29][C:28]=4[F:34])=[O:25])[CH2:20][CH2:19]3)=[CH:13][C:12]2=[O:35])=[CH:7][CH:6]=1)(=[O:4])=[O:3].CS([C:40]1[CH:45]=CC(N2C=CC(OC3CCN(C(OC4C=CC(Br)=CC=4C)=O)CC3)=CC2=O)=C[CH:41]=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][CH:18]3[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]4[CH:32]=[CH:31][C:30]([CH2:41][CH2:40][CH3:45])=[CH:29][C:28]=4[F:34])=[O:25])[CH2:20][CH2:19]3)=[CH:13][C:12]2=[O:35])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

Reactant 2

HCID 57468383HCID 57468383, compound

HCID 57468385HCID 57468385, compound

Product 1

HCID 57468388HCID 57468388, compound

Procedure

Example 149 was prepared according to procedures described in Example 148 substituting 4-bromo-2-fluorophenyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate for 4-bromo-2-methylphenyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate at Step A. 1H NMR (500 MHz, CDCl3) δ 8.09 (d, J=8.80 Hz, 2 H), 7.62 (d, J=8.25 Hz, 2 H), 7.32 (d, J=7.70 Hz, 1 H), 7.07 (t, J=8.25 Hz, 1 H), 6.91-7.00 (m, 2 H), 6.31 (d, J=2.47 Hz, 2 H), 6.22 (dd, J=7.70, 2.20 Hz, 1 H), 4.60-4.72 (m, 1 H), 3.88-3.99 (m, 1 H), 3.83 (app brs, 1 H), 3.68 (app brs, 1 H), 3.57 (app brs, 1 H), 3.11 (s, 3 H), 2.50-2.61 (m, 2 H), 2.11 (app brs, 2 H), 1.94 (app brs, 2 H), 1.57-1.69 (m, 2 H), 0.94 (t, J=7.15 Hz, 3 H). MS (ESI) 529 (M+H).

Workup

customExample 149 was prepared

Sources & evidence

ORD record: ord-ba7be90d6ee74b5391fa89893fd6388b
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08513424B2

Reaction notes

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