4-Chloro-2-methylphenol → HCID 69417757, compound

HRID 1293312Notes

Reaction equation

HRID 1293312 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.[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[C:27]([CH3:32])[CH:26]=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:31][C:28]2[CH:29]=[CH:30][C:25]([Cl:24])=[CH:26][C:27]=2[CH3:32])=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 148554-Chloro-2-methylphenolHCID 86601543Methyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate

Product 1

HCID 69417757HCID 69417757, 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 4-chloro-2-methylphenol: 1H-NMR (CDCl3) δ 8.57 (1H, d, J=2.6 Hz), 8.14 (1H, d, J=7.6 Hz), 8.11 (1H, d, J=2.6 Hz), 8.01 (2H, d, J=8.2 Hz), 7.43 (2H, d, J=8.2 Hz), 7.31 (1H, d, J=2.4 Hz), 7.27 (1H, dd, J=8.6, 2.4 Hz), 7.04 (1H, d, J=8.6 Hz), 5.36 (1H, dq, J=7.6, 7.1 Hz), 3.91 (3H, s), 2.11 (3H, s), 1.60 (3H, d, J=7.1 Hz); MS (ESI) m/z 459 (M+H)+, 457 (M−H)−.

Sources & evidence

ORD record
ord-ae3b0ebca4624727811434760a890266
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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