HCID 86701570, compound → HCID 178494644, compound

HRID 2173998Notes

Reaction equation

[CH3:1][C:2]1[C:3]([CH:22]([O:42][CH3:43])[C:23]2[N:27](COCC[Si](C)(C)C)[C:26]3[CH:36]=[CH:37][C:38]([C:40]#[N:41])=[CH:39][C:25]=3[N:24]=2)=[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(OC)C2N(COCC[Si](C)(C)C)C3C=C(C#N)C=CC=3N=2)=C2C(=C(C)C=1)N(S(C1C=CC(C)=CC=1)(=O)=O)C=C2>>[CH3:1][C:2]1[C:3]([CH:22]([O:42][CH3:43])[C:23]2[NH:27][C:26]3[CH:36]=[CH:37][C:38]([C:40]#[N:41])=[CH:39][C:25]=3[N:24]=2)=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[NH:7][CH:6]=[CH:5]2

Participants

Reactant 2

HCID 86701570HCID 86701570, compound

HCID 86701571HCID 86701571, compound

Product 1

HCID 178494644HCID 178494644, compound

Procedure

The title compound was synthesized from a mixture of (±)-2-((5,7-dimethyl-1-tosyl-1H-indol-4-yl)(methoxy)methyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and (±)-2-((5,7-dimethyl-1-tosyl-1H-indol-4-yl)(methoxy)methyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile as described in Example 64-B and 64-C. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.96 (s, 1H) 7.96 (s, 1H) 7.63 (d, J=8.34 Hz, 1H) 7.53 (d, J=8.34 Hz, 1H) 7.20 (t, J=2.65 Hz, 1H) 6.75 (s, 1H) 6.49 (br.s, 1H) 6.21 (s, 1H) 3.35 (s, 3H) 2.43 (s, 3H) 2.42 (s, 3H). HRMS calcd. for C20H18N4O (M+H)+ 331.1553. found 331.1559.

Sources & evidence

ORD record: ord-6be6660631324e6f87d99a04933faeb3
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

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