HCID 86701638, compound → HCID 178424037, compound

HRID 2174029Notes

Reaction equation

[C:1]([C:3]1[CH:46]=[CH:45][C:6]2[N:7](COCC[Si](C)(C)C)[C:8]([CH:10]([C:16]3[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[C:21]4[C:17]=3[CH:18]=[CH:19][N:20]4S(C3C=CC(C)=CC=3)(=O)=O)[NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[N:9][C:5]=2[CH:4]=1)#[N:2].C(C1C=CC2N=C(C(C3C(C)=CC(C)=C4C=3C=CN4S(C3C=CC(C)=CC=3)(=O)=O)NS(C)(=O)=O)N(COCC[Si](C)(C)C)C=2C=1)#N>>[C:1]([C:3]1[CH:46]=[CH:45][C:6]2[NH:7][C:8]([CH:10]([C:16]3[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[C:21]4[C:17]=3[CH:18]=[CH:19][NH:20]4)[NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[N:9][C:5]=2[CH:4]=1)#[N:2]

Participants

Reactant 2

HCID 86701638HCID 86701638, compound

HCID 86701639HCID 86701639, compound

Product 1

HCID 178424037HCID 178424037, compound

Procedure

The title compound was synthesized from a mixture of (±)-N-((5-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)(5,7-dimethyl-1-tosyl-1H-indol-4-yl)methyl)methanesulfonamide and (±)-N-((6-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)(5,7-dimethyl-1-tosyl-1H-indol-4-yl)methyl)methanesulfonamide as described in Example 64-B and 64-C. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.01 (s, 1H) 7.97 (br. s, 1H) 7.58-7.60 (m, 1H) 7.49 (m, 1H) 7.18 (t, J=2.78 Hz, 1H) 6.78 (s, 1H) 6.35-6.37 (m, 2H) 2.82 (s, 3H) 2.44 (s, 3H) 2.42 (s, 3H). HRMS calcd. for C20H19N6O2S (M+H)+ 394.1332. found 394.1332.

Sources & evidence

ORD record: ord-c20a7ad84871422c9673a8c74ba5f015
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

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