HCID 86701580, compound → HCID 178424034, compound

HRID 2174003Notes

Reaction equation

[CH3:1][C:2]1[C:3]([C:22]([C:25]2[N:29](COCC[Si](C)(C)C)[C:28]3[CH:38]=[CH:39][C:40]([C:42]#[N:43])=[CH:41][C:27]=3[N:26]=2)([OH:24])[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)(O)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:25]2[NH:29][C:28]3[CH:38]=[CH:39][C:40]([C:42]#[N:43])=[CH:41][C:27]=3[N:26]=2)([OH:24])[CH3:23])=[C:4]2[C:8](=[C:9]([CH3:11])[CH:10]=1)[NH:7][CH:6]=[CH:5]2

Participants

Reactant 2

HCID 86701580HCID 86701580, compound

HCID 86701581HCID 86701581, compound

Product 1

HCID 178424034HCID 178424034, compound

Procedure

The title compound was synthesized from a mixture of (±)-2-(1-(5,7-dimethyl-1-tosyl-1H-indol-4-yl)-1-hydroxyethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and (±)-2-(1-(5,7-dimethyl-1-tosyl-1H-indol-4-yl)-1-hydroxyethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile following similar procedures as described in Example 64-B and 64-C. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.30 (br.s, 1H) 10.80 (s, 1H) 8.18 (m) 7.77-7.82 (m) 7.48-7.54 (m) 7.07 (br. s, 1H) 6.63 (s, 1H) 6.23-6.25 (m) 5.96 (s, 1H) 2.38 (s, 3H) 2.11 (s, 3H) 2.07 (s, 3H). HRMS calcd. for C20H18N4O (M+H)+ 331.1553. found 331.1559.

Sources & evidence

ORD record: ord-f256db2b41574d2aadbd453677bedb42
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

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