Benzenesulfonyl chloride → HCID 11352937, compound

HRID 2118138Notes

Reaction equation

HRID 2118138 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:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][CH:27]=[CH:26]2.[C:32]1([S:38](Cl)(=[O:40])=[O:39])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>C(#N)C>[CH2:11]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([NH:1][S:38]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)(=[O:40])=[O:39])=[CH:10][CH:9]=2)[C:5]([C:23]2[CH:24]=[C:25]3[C:29](=[CH:30][CH:31]=2)[NH:28][CH:27]=[CH:26]3)=[C:6]1[C:18]([OH:20])=[O:19])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 69231942HCID 69231942, compound

Product 1

HCID 11352937HCID 11352937, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared from ethyl 5-amino-1-benzyl-1H,1′H-3,5′-biindole-2-carboxylate and phenylsulfonyl chloride followed the procedure of Example 1 Step 3 as a gray solid: 1H NMR (DMSO-d6) δ 5.75 (s, 2H, 6.46 (t, J=2.0 Hz, 1H, 6.99 (dd, J=8.3, 2.0 Hz, 1H, 7.00-7.10 (m, 4H, 7.18-7.32 (m, 3H, 7.36-7.46 (m, 3H, 7.45-7.55 (m, 3H), 7.60-7.68 (m, 3H, 9.88 (s, 1H, 11.14 (s, 1H, 12.80 (br s, 1H; MS (ESI) m/z 522 (MH+); MS (ESI) m/z 520 [M-H]−; HRMS calcd for C30H24N3O4S: 522.1485; found (ESI+): 522.1473; Anal. calcd for C30H23N3O4S.0.5H2O.0.5 ACN: C, 67.56; H, 4.66; N, 8.90. Found: C, 67.54; H, 4.57; N, 8.76.

Sources & evidence

ORD record
ord-0d420874ab2947bf8bf11659211ba010
Source dataset
uspto-grants-2008_10
Patent number
US07442805B2

Reaction notes

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