HCID 67691185, compound → HCID 67691278, compound

HRID 484442Notes

Reaction equation

HRID 484442 reaction equation
C[O:2][C:3]([C@H:5]1[CH2:14][C@H:13]([NH:15][C:16]([CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[O:17])[C:12]2[C:7](=[CH:8][C:9]([Cl:24])=[CH:10][C:11]=2[Cl:23])[NH:6]1)=[O:4]>CS(C)=O>[C:3]([C@H:5]1[CH2:14][C@H:13]([NH:15][C:16]([CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[O:17])[C:12]2[C:7](=[CH:8][C:9]([Cl:24])=[CH:10][C:11]=2[Cl:23])[NH:6]1)([OH:4])=[O:2]

Participants

3

Reactant 1

HCID 67691185HCID 67691185, compound

Product 1

HCID 67691278HCID 67691278, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This compound was prepared by the method given for Example 36, step b, using trans-2-methoxycarbonyl-5,7-dichloro-4(2-carboxyethyl)carbonylamino-1,2,3,4-tetrahydroquinoline in place of trans-2-methoxycarbonyl-5,7-dichloro-4-butylcarbonylamino-1,2,3,4-tetrahydroquinoline to give the title compound as colourless crystals, m.p. 221°-223° C. δ DMSO, 360 MHz) 1.59 (1H, ddd, J=13.2, 12.9 and 3.8 Hz, CHACHBHCCHD), 2.15 (1H, dm, J=13.2 Hz, CHACHBHCCHD), 2.31 (2H, t, J=6.7 Hz, COCHE2CHF2CO), 2.41-2.45 (2H, m, COCHE2CHF2), 3.83 (1H, dd, J=12.5 and 2.6 Hz, CHACHBHCCHD), 5.01 (1H, m, CHACHBHCCHD), 6.64 (1H, d, J=2.0 Hz, 6-H or 8 -H), 6.75 (1H, br s, ArNHCH), 6.87 (1H, d, J=2.0 Hz, 6-H or 8-H), 8.16 (1H, d, J=7.2 Hz, NHCO); m/e 342 (M-H2O), 198 (100% M-NHCO(CH2)2CO2H, CO2H,H); Found C, 46.59; H, 4.02; N, 7.57; C14H14Cl2N2O5 requires C, 46.56; H, 3.91; N, 7.76%.

Workup

  1. customThis compound was prepared by the method

Sources & evidence

ORD record
ord-0bbc1b6881c448579a677eb70333dab2
Source dataset
uspto-grants-1993_07
Patent number
US05231102

Reaction notes

Loading…