Phenol, 4-(3-pyridinyl)- → HCID 69416174, compound

HRID 1293323Notes

Reaction equation

HRID 1293323 reaction equation
Cl[C:2]1[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:25]=[CH:24][C:16]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])=[CH:6][C:5]([Cl:26])=[CH:4][N:3]=1.[N:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]2[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=2)[CH:28]=1>>[Cl:26][C:5]1[CH:6]=[C:7]([C:8]([NH:10][C@H:11]([C:13]2[CH:25]=[CH:24][C:16]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])[C:2]([O:39][C:36]2[CH:35]=[CH:34][C:33]([C:29]3[CH:28]=[N:27][CH:32]=[CH:31][CH:30]=3)=[CH:38][CH:37]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 153040Phenol, 4-(3-pyridinyl)-HCID 57572256tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate

Product 1

HCID 69416174HCID 69416174, compound

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 45 from tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate (step 1 of Example 45) and 4-pyridin-3-ylphenol (J. Med. Chem. 1986, 29, 1461): 1H-NMR (CDCl3) δ 8.88 (1H, m), 8.64–8.53 (2H, m), 8.17 (1H, d, J=2.6 Hz), 8.13 (1H, d, J=7.5 Hz), 7.96 (2H, d, J=8.4 Hz), 7.69 (2H, d, J=8.6 Hz), 7.47 (1H, d, J=8.6 Hz), 7.42 (2H, d, J=8.4 Hz), 7.29 (2H, d, J=8.6 Hz), 6.97 (1H, d, J=8.6 Hz), 5.38 (1H, m), 1.60 (3H, d, J=7.5 Hz), 1.57 (9H, s).

Sources & evidence

ORD record
ord-c8cb7f8c18f4494c80d2aa7209a41fe2
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

Loading…