3-(Pyridin-3-yl)phenol → HCID 69416070, compound

HRID 1293243Notes

Reaction equation

HRID 1293243 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][CH:27]=[C:26]([C:30]2[CH:31]=[C:32]([OH:36])[CH:33]=[CH:34][CH:35]=2)[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:26]3[CH:25]=[N:24][CH:29]=[CH:28][CH:27]=3)[CH:31]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 129379483-(Pyridin-3-yl)phenolHCID 86601543Methyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate

Product 1

HCID 69416070HCID 69416070, 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-3-ylphenol (J. Med. Chem. 1981, 24, 1475): 1H-NMR (CDCl3) δ 8.86 (1H, d, J=1.8 Hz), 8.63 (1H, dd, J=4.8, 1.5 Hz), 8.57 (1H, d, J=2.6 Hz), 8.17–8.15 (2H, m), 8.02–7.99 (2H, m), 7.90–7.86 (1H, m), 7.62–7.36 (6H, m), 7.22–7.18 (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-6a1ecea1da2b4ec2884da671ea79da51
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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