80653-80-1 → HCID 69416993, compound

HRID 1293244Notes

Reaction equation

Cl[C:2]1[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])=[CH:6][C:5]([Cl:23])=[CH:4][N:3]=1.[N:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[C:32]([OH:36])[CH:33]=[CH:34][CH:35]=2)=[CH:26][CH:25]=1>>[Cl:23][C:5]1[CH:6]=[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])[C:2]([O:36][C:32]2[CH:33]=[CH:34][CH:35]=[C:30]([C:27]3[CH:28]=[CH:29][N:24]=[CH:25][CH:26]=3)[CH:31]=2)=[N:3][CH:4]=1

Participants

Reactant 2

HCID 1509134280653-80-1

HCID 86601543Methyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate

Product 1

HCID 69416993HCID 69416993, compound

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 45 from methyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate (step 1 of Example 48) and 3-pyridin-4-ylphenol (J. Heterocycl. Chem. 1991, 28, 933): 1H-NMR (CDCl3) δ 8.69 (2H, dd, J=4.4, 1.6 Hz), 8.57 (1H, d, J=2.8 Hz), 8.15 (1H, d, J=2.6 Hz), 8.12 (1H, br.s), 8.00 (2H, dd, J=6.8, 1.9 Hz), 7.61–7.42 (7H, m), 7.27–7.22 (1H, m), 5.45–5.34 (1H, m), 3.89 (3H, s), 1.61 (3H, d, J=6.9 Hz); MS (ESI) m/z 488 (M+H)+, 486 (M−H)−.

Sources & evidence

ORD record: ord-515c9f1feebb4e829492ae9a589ef668
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07238714B2

Reaction notes

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