HCID 86701652, compound → HCID 178424033, compound

HRID 2174034Notes

Reaction equation

HRID 2174034 reaction equation
[CH3:1][C:2]1[C:3]([C:22]([C:27]2[N:31](COCC[Si](C)(C)C)[C:30]3[CH:40]=[CH:41][C:42]([C:44]#[N:45])=[CH:43][C:29]=3[N:28]=2)([N:24]([CH3:26])[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)(N(C)C)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:27]2[NH:31][C:30]3[CH:40]=[CH:41][C:42]([C:44]#[N:45])=[CH:43][C:29]=3[N:28]=2)([N:24]([CH3:26])[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 86701652HCID 86701652, compoundHCID 86701653HCID 86701653, compound

Product 1

HCID 178424033HCID 178424033, compound

Procedure

The title compound was synthesized from a mixture of (±)-2-(1-(5,7-dimethyl-1-tosyl-1H-indol-4-yl)-1-(dimethylamino)ethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and (±)-2-(1-(5,7-dimethyl-1-tosyl-1H-indol-4-yl)-1-(dimethylamino)ethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile as described in Example 102-B and 64-C. 1H NMR (400 MHz, CD3OD) δ ppm 7.56-8.08 (br. m, 2H), 7.55 (m, J=8.15, 1.20 Hz, 1H), 7.03 (d, J=3.23 Hz, 1H) 6.72 (s, 1H) 6.28 (d, J=3.23 Hz, 1H) 2.43 (s, 3H) 2.23 (s, 3H) 2.06 (s, 3H) 2.05 (s, 3H). HRMS calcd. for C23H26N5 (M+H)+ 358.2026. found 358.2010.

Sources & evidence

ORD record
ord-3486cd2718a54e6ba48382265f1f261e
Source dataset
uspto-grants-2015_06
Patent number
US09056874B2

Reaction notes

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