8-Quinolinesulfonyl chloride → HCID 11410040, compound

HRID 2118116Notes

Reaction equation

HRID 2118116 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]([C:18]([O:20]CC)=[O:19])=[C:5]2[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[N:29]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][C:37]=2[S:39](Cl)(=[O:41])=[O:40])[CH:32]=[CH:31][CH:30]=1>>[CH2:11]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([NH:1][S:39]([C:37]3[CH:36]=[CH:35][CH:34]=[C:33]4[C:38]=3[N:29]=[CH:30][CH:31]=[CH:32]4)(=[O:40])=[O:41])=[CH:10][CH:9]=2)[C:5]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:6]1[C:18]([OH:20])=[O:19])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 292208-Quinolinesulfonyl chlorideHCID 69229300ethyl 5-amino-1-benzyl-3-phenyl-1H-indole-2-carboxylate

Product 1

HCID 11410040HCID 11410040, compound

Procedure

The title compound was prepared from ethyl 5-amino-1-benzyl-3-phenyl-1H-indole-2-carboxylate and quinoline-8-sulfonyl chloride followed the procedure of Example 1 Step 3 as a pale yellow solid: 1H NMR (DMSO-d6) δ 5.66 (s, 2H, 6.90 (d, J=2.0 Hz, 1H, 6,95-7.05 (m, 5H, 7.15-7.28 (m, 3H, 7.30-7.45 (m, 4H, 7.64 (t, J=7.8 Hz, 1H, 7.75 (dd, J=8.3, 4.1 Hz, 1H, 8.17 (dd, J=7.3, 1.3 Hz, 1H, 8.27 (dd, J=8.2, 1.2 Hz, 1H, 8.57 (dd, J=8.3, 1.7 Hz, 1H, 9.12 (dd, J=4.2, 1.6 Hz, 1H, 9.67 (s, 1H, 12.97 (br s, 1H; MS (ESI) m/z 534 (MH+); MS (ESI) m/z 532 [M-H]−; HRMS calcd for C31H24N3O4S: 534.1477; found (ESI+): 534.1481; Anal. calcd for C31H23N3O4S.0.25H2O: C, 69.19; H, 4.40; N, 7.81. Found: C, 69.28; H, 4.31; N, 7.73.

Sources & evidence

ORD record
ord-e2580609ee8f4f05850e19a067d022be
Source dataset
uspto-grants-2008_10
Patent number
US07442805B2

Reaction notes

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