HCID 67690738, compound → HCID 15168539, compound

HRID 484458Notes

Reaction equation

HRID 484458 reaction equation
C[O:2][C:3]([C@H:5]1[CH2:14][C@H:13]([NH:15][C:16]([N:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:17])[C:12]2[C:7](=[CH:8][C:9]([Cl:32])=[CH:10][C:11]=2[Cl:31])[NH:6]1)=[O:4]>CS(C)=O>[C:3]([C@H:5]1[CH2:14][C@H:13]([NH:15][C:16]([N:18]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:17])[C:12]2[C:7](=[CH:8][C:9]([Cl:32])=[CH:10][C:11]=2[Cl:31])[NH:6]1)([OH:4])=[O:2]

Participants

3

Reactant 1

HCID 67690738HCID 67690738, compound

Product 1

HCID 15168539HCID 15168539, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This compound was prepared by the method given in Example 37 step b) using trans-2-methoxycarbonyl-5,7-dichloro-4-(N,N-diphenylamino)carbonylamino-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. 214°-216° C. δ (360 MHz, DMSO), 1.63 (1H, ddd, 13.0, 12.1 and 3.9 Hz, CHACHBHCCHD), 2.33 (1H, dm, J=13.0 Hz, CHACHBHCCHD), 3.88 (1H, dm, J=12.1 and 2.8 Hz, CHACHBHCCHD), 4.99 (1H, m, CHACHBHCCHD), 6.63 (1H, d, J=2.0 Hz, 6-H or 8-H), 6.65 (1H, d, J=7.2 Hz, NHCO), 6.80 (1H, d, J=2.0 Hz, 6-H or 8-H), 7.12 (5H, m, ArH), 7.16 (1H, s, ArNH), 7.31 (5H, m, ArH); m/e (CI+) 456 (M+1); Found C, 59.63; H, 4.36; N, 8.89. C23H19Cl2N3O3.0.5H2O requires C, 59.37; H, 4.33; N, 9.03%.

Workup

  1. customThis compound was prepared by the method

Sources & evidence

ORD record
ord-c8d2f0e86f264b3c8adfa232c5b7a336
Source dataset
uspto-grants-1993_07
Patent number
US05231102

Reaction notes

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