Potassium Hydroxide → HCID 86759642, compound

HRID 1815502Notes

Reaction equation

HRID 1815502 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([S:11][C:12]3[CH:17]=[CH:16][C:15](/[CH:18]=[CH:19]/[C:20]([N:22]4[CH2:27][CH2:26][CH:25]([C:28]([O:30]CC)=[O:29])[CH2:24][CH2:23]4)=[O:21])=[CH:14][C:13]=3[Cl:33])=[CH:8][CH:9]=2)[CH:4]=[CH:3]1.[OH-].[K+].[OH-].[Na+]>O>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([S:11][C:12]3[CH:17]=[CH:16][C:15](/[CH:18]=[CH:19]/[C:20]([N:22]4[CH2:27][CH2:26][CH:25]([C:28]([OH:30])=[O:29])[CH2:24][CH2:23]4)=[O:21])=[CH:14][C:13]=3[Cl:33])=[CH:8][CH:9]=2)[CH:4]=[CH:3]1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 70145097HCID 70145097, compound

Product 1

HCID 86759642HCID 86759642, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared by the procedures described in Example 155, substituting the ethyl ester from Example 137 with ethyl ester from Example 285, and KOH with NaOH, giving a white solid. 1H NMR (CDCl3, 300 MHz) δ 1.60-1.90 (m, 2H), 1.90-2.10 (m, 2H), 2.57-2.72 (m, 1H), 2.80-3.40 (m, 2H), 3.85 (s, 3H), 3.91-4.20 (m, 1H), 4.30-4.68 (m, 1H), 6.53 (d, J=3.0 Hz, 1H), 6.57 (d, J=8.1 Hz, 1H), 6.80 (d, J=15.3 Hz, 1H), 7.07 (d, J=8.1 Hz, 1H), 7.15 (d, J=3.0 Hz, 1H), 7.37 (dd, J=1.5, 9.0 Hz, 1H), 7.51 (d, J=9.0 Hz, 1H), 7.51 (s, 1H), 7.51 (d, J=15.3 Hz, 1H), 7.89 (br s, 1H). MS (ESI+) (M+H)+ at m/z 455, 457. Anal. Calcd for C24H23ClN2O3S.0.42 H2O: C, 62.32; H, 5.20; N, 6.06. Found: C, 62.35; H, 5.30; N, 5.87.

Workup

  1. customgiving a white solid

Sources & evidence

ORD record
ord-160fcf1b3fc34642ba68ed3774bfb9d7
Source dataset
uspto-grants-2005_04
Patent number
US06878700B1

Reaction notes

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