HCID 15168544, compound → HCID 15168576, compound

HRID 484460Notes

Reaction equation

HRID 484460 reaction equation
[CH2:1]([NH:8][C@@H:9]1[C:18]2[C:13](=[CH:14][C:15]([Cl:20])=[CH:16][C:17]=2[Cl:19])[NH:12][C@@H:11]([C:21]([O:23]C)=[O:22])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CS(C)=O>[CH2:1]([NH:8][C@@H:9]1[C:18]2[C:13](=[CH:14][C:15]([Cl:20])=[CH:16][C:17]=2[Cl:19])[NH:12][C@@H:11]([C:21]([OH:23])=[O:22])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 15168544HCID 15168544, compound

Product 1

HCID 15168576HCID 15168576, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This compound was prepared by the method given in Example 37 step b) using trans-4-benzylamino-5,7-dichloro-2-methoxycarbonyl-1,2,3,4-tetrahydroquinoline in place of trans-5,7-dichloro-2-methoxycarbonyl-4-phenylmethylcarbonylamino-1,2,3,4-tetrahydroquinoline to give the title compound as colourless crystals, m.p. 140°-143° C. δ (360 MHz, DMSO) 1.85 (1H, ddd, J=13.3, 12.4 and 3.0 Hz, CHACHBHCCHD), 2.73 (1H, dm, J=13.3 Hz, CHACHBHCCHD), 4.32 (2H, 2d, J=13.4 Hz, CH2C6H5), 4.46 (1H, m, CHACHBHCCHD), 4.48 (1H, m, CHACHBHCCHD), 6.70 (1H, d, J=2.1 Hz, 6-H or 8-H), 6.90 (1H, d, J=2.1 Hz, 6-H or 8-H), 7.12 (1H, s, ArNH), 7.43 (3H, m, ArH), 7.63 (2H, m, ArH); m/e (FAB-) 349 (M-1); Found C, 50.17; H, 6.22; N, 5.01. C17H16Cl2N2O2.1.8HCl.0.2 C6H14 requires C, 50.06; H, 4.78; N, 6.45%.

Workup

  1. customThis compound was prepared by the method

Sources & evidence

ORD record
ord-281285f4c31145c280cf804a56898313
Source dataset
uspto-grants-1993_07
Patent number
US05231102

Reaction notes

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