8-Quinolinesulfonyl chloride → HCID 19384989, compound

HRID 2399870Notes

Reaction equation

HRID 2399870 reaction equation
[C:1]1([CH2:7][O:8][C:9](=[O:20])[NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][C:29]=2[S:31](Cl)(=[O:33])=[O:32])[CH:24]=[CH:23][CH:22]=1>>[C:1]1([CH2:7][O:8][C:9]([NH:10][CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([NH:19][S:31]([C:29]3[CH:28]=[CH:27][CH:26]=[C:25]4[C:30]=3[N:21]=[CH:22][CH:23]=[CH:24]4)(=[O:32])=[O:33])=[CH:17][CH:18]=2)=[O:20])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 292208-Quinolinesulfonyl chlorideHCID 46210191Benzyl 4-aminophenethylcarbamate

Product 1

HCID 19384989HCID 19384989, compound

Procedure

In a manner analogous to that of Example 5, the title compound was prepared from the Cbz amine from Example 3 and 8quinolinesulfonyl chloride: 1H NMR (400 MHz, d6 -DMSO) 9.94 (s, H), 9.12 (m, 1H), 8.49 (dd, 1H), 8.31 (dd, 1H), 8.24 (dd, 1H), 7.70 (m, 2H), 7.2-7.4 (m, 4H), 6.94 (d, 2H), 6.88 (d, 2H), 4.94 (s, 2H), 3.04 (m, 2H), 2.48 (t, 2H). FAB MS m/z 462 (M+1).

Sources & evidence

ORD record
ord-d676a2661a254c938758b518bcf19726
Source dataset
uspto-grants-1995_09
Patent number
US05451677

Reaction notes

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