3-(Methylsulfanyl)phenol → HCID 69417682, compound

HRID 1293302Notes

Reaction equation

HRID 1293302 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.[CH3:27][S:28][C:29]1[CH:30]=[C:31]([OH:35])[CH:32]=[CH:33][CH:34]=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:35][C:31]2[CH:32]=[CH:33][CH:34]=[C:29]([S:28][CH3:27])[CH:30]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 99204073-(Methylsulfanyl)phenolHCID 57572256tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate

Product 1

HCID 69417682HCID 69417682, 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 3-(methylthio)phenol (J. Amer. Chem. Soc. 1957, 79, 717): 1H-NMR (CDCl3) δ 8.55 (1H, d, J=2.7 Hz), 8.15 (1H, d, J=2.7 Hz), 8.13–8.10 (1H, m), 7.97–7.94 (2H, m), 7.41–7.34 (3H, m), 7.20–7.16 (1H, m), 7.03–7.01 (1H, m), 6.93–6.89 (1H, m), 5.41–5.31 (1H, m), 2.50 (3H, s), 1.60–1.57 (12H, m); MS (ESI) m/z 499 (M+H)+, 497 (M−H)−.

Sources & evidence

ORD record
ord-bed75470056e4dd086f97a69b0b87403
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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