HCID 86701605, compound → HCID 178494813, compound

HRID 2174013Notes

Reaction equation

HRID 2174013 reaction equation
[CH3:1][C:2]1[C:3]([C:22]([C:26]2[N:30](COCC[Si](C)(C)C)[C:29]3[CH:39]=[CH:40][C:41]([C:43]#[N:44])=[CH:42][C:28]=3[N:27]=2)([O:24][CH3:25])[CH3:23])=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[N:7](S(C1C=CC(C)=CC=1)(=O)=O)[CH:6]=[CH:5]2.CC1C(C(C2N(COCC[Si](C)(C)C)C3C=C(C#N)C=CC=3N=2)(OC)C)=C2C(=C(C)C=1)N(S(C1C=CC(C)=CC=1)(=O)=O)C=C2>>[CH3:1][C:2]1[C:3]([C:22]([C:26]2[NH:30][C:29]3[CH:39]=[CH:40][C:41]([C:43]#[N:44])=[CH:42][C:28]=3[N:27]=2)([O:24][CH3:25])[CH3:23])=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[NH:7][CH:6]=[CH:5]2

Participants

3

Reactant 2

HCID 86701605HCID 86701605, compoundHCID 86701606HCID 86701606, compound

Product 1

HCID 178494813HCID 178494813, compound

Procedure

The title compound was synthesized from a mixture of (±)-2-(1-(5,7-dimethyl-1-tosyl-1H-indol-4-yl)-1-methoxyethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and (±)-2-(1-(5,7-dimethyl-1-tosyl-1H-indol-4-yl)-1-methoxyethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile analogously to Example 64-B and 64-C. 1H NMR (TFA salt, 400 MHz, DMSO-d6) δ ppm 10.89 (s, 1H) 8.07 (s, 1H) 7.55-7.64 (m, 2H) 7.12 (t, J=2.78 Hz, 1H) 6.67 (s, 1H) 6.08 (dd, J=3.03, 2.02 Hz, 1H) 3.05 (s, 3H) 2.39 (s, 3H) 2.05 (s, 3H) 2.03 (s, 3H). HRMS calcd. for C21H20N4O (M+H)+ 345.1710. found 345.1715.

Sources & evidence

ORD record
ord-36f2052810a74898b66f662ceece34b3
Source dataset
uspto-grants-2015_06
Patent number
US09056874B2

Reaction notes

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