4-Chloro-3-methylphenol → HCID 69418097, compound

HRID 1293311Notes

Reaction equation

HRID 1293311 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.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][C:29]=1[CH3:35]>>[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]([CH3:22])([CH3:23])[CH3:21])=[O:18])=[CH:15][CH:14]=2)[CH3:12])=[O:9])[C:2]([O:34][C:31]2[CH:32]=[CH:33][C:28]([Cl:27])=[C:29]([CH3:35])[CH:30]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 17324-Chloro-3-methylphenolHCID 57572256tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate

Product 1

HCID 69418097HCID 69418097, 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-chloro-3-methylphenol: 1H-NMR (CDCl3) δ 8.54 (1H, d, J=2.6 Hz), 8.15 (1H, d, J=2.6 Hz), 8.09 (1H, d, J=7.3 Hz), 7.95 (2H, d, J=8.3 Hz), 7.47–7.37 (3H, m), 7.03 (1H, d, J=2.8 Hz), 6.96 (1H, dd, J=8.6, 2.8 Hz), 5.36 (1H, dq, J=7.3, 7.0 Hz), 2.41 (3H, s), 1.60 (3H, d, J=7.0 Hz), 1.58 (9H, s); MS (ESI) m/z 501 (M+H)+, 499 (M−H)−.

Sources & evidence

ORD record
ord-70cb6a81ae43495b89733fa506dc6c59
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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