HCID 21899225, compound → HCID 178513590, compound

HRID 2247161Notes

Reaction equation

HRID 2247161 reaction equation
N1C2C(=CC=CC=2)CC1[S:10]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[NH:23][C:22]3[CH:24]=[CH:25][C:26]([C:28]([NH2:30])=[O:29])=[CH:27][C:21]=3[N:20]=2)=[CH:15][CH:14]=1)(=[O:12])=[O:11].[NH:31]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH2:33][CH:32]1S(C1C=CC(C=O)=CC=1)(=O)=O.C(NS(C1C=CC(C=O)=CC=1)(=O)=O)C1C=CC=CC=1>>[N:31]1([S:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]3[NH:23][C:22]4[CH:24]=[CH:25][C:26]([C:28]([NH2:30])=[O:29])=[CH:27][C:21]=4[N:20]=3)=[CH:15][CH:14]=2)(=[O:11])=[O:12])[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH2:33][CH2:32]1

Participants

4

Reactant 3

HCID 21899225HCID 21899225, compoundHCID 21899315HCID 21899315, compoundHCID 178513589HCID 178513589, compound

Product 1

HCID 178513590HCID 178513590, compound

Procedure

2-[4-(2,3-Dihydro-indole-2-sulfonyl)-phenyl]-1H-benzoimidazole-5-carboxylic acid amide. This compound was prepared as described in Example 46 substituting 4-(2,3-dihydro-indole-2-sulfonyl)-benzaldehyde (202 mg, 0.703 mmol) for N-benzyl-4-formyl-benzenesulfonamide in Step B. The title compound was obtained as a beige powder, 130 mg (44%). HPLC (Method C): Rt=4.80. MS (ESI): mass calculated for C22H18N4O3S, 418.5; m/z found, 419.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 8.36 (d, J=8.2 Hz, 2H), 8.22 (s, 1H), 8.04 (m, 3H), 7.84 (d, J=8.4 Hz, 1H), 7.67 (d, J=8.4 Hz, 1H), 7.54 (d, J=8.0 Hz, 1H), 7.36 (s, 1H), 7.20 (m, 2H), 7.01 (m, 1H), 4.01 (t, J=8.2 Hz, 2H), 2.94 (t, J=8.1 Hz, 2H).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-8f4700ae5276483c956d3c5bbc4fdde7
Source dataset
uspto-grants-2010_03
Patent number
US07687639B2

Reaction notes

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