HCID 86701635, compound → HCID 178483015, compound

HRID 2174028Notes

Reaction equation

HRID 2174028 reaction equation
[C:1]([C:3]1[CH:49]=[CH:48][C:6]2[N:7](COCC[Si](C)(C)C)[C:8]([CH:10]([C:19]3[C:27]([CH3:28])=[CH:26][C:25]([CH3:29])=[C:24]4[C:20]=3[CH:21]=[CH:22][N:23]4S(C3C=CC(C)=CC=3)(=O)=O)[N:11](C)[C:12](=O)C(F)(F)F)=[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)N(C)C(=O)C(F)(F)F)N(COCC[Si](C)(C)C)C=2C=1)#N>>[CH3:28][C:27]1[C:19]([CH:10]([NH:11][CH3:12])[C:8]2[NH:7][C:6]3[CH:48]=[CH:49][C:3]([C:1]#[N:2])=[CH:4][C:5]=3[N:9]=2)=[C:20]2[C:24](=[C:25]([CH3:29])[CH:26]=1)[NH:23][CH:22]=[CH:21]2

Participants

3

Reactant 2

HCID 86701635HCID 86701635, compoundHCID 86701636HCID 86701636, compound

Product 1

HCID 178483015HCID 178483015, 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)-2,2,2-trifluoro-N-methylacetamide 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)-2,2,2-trifluoro-N-methylacetamide as described in Example 64-B and 64-C. 1H NMR (TFA salt, 400 MHz, ACETONITRILE-d3) δ ppm 9.52 (br. s, 1H) 8.00 (s, 1H) 7.54-7.62 (m, 2H) 7.16 (s, 1H) 6.98 (s, 1H) 6.33 (s, 1H) 6.06 (s, 1H) 2.68 (s, 3H) 2.55 (s, 3H) 2.49 (s, 3H). HRMS calcd. for C20H19N5 (M+H)+ 330.1713. found 330.1716.

Sources & evidence

ORD record
ord-d62efdf4511745e19dba135858258578
Source dataset
uspto-grants-2015_06
Patent number
US09056874B2

Reaction notes

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