HCID 86701494, compound → HCID 178489075, compound

HRID 2173940Notes

Reaction equation

HRID 2173940 reaction equation
[C:1]([C:3]1[CH:41]=[CH:40][C:6]2[N:7](COCC[Si](C)(C)C)[C:8]([CH:10]([O:30][CH3:31])[C:11]3[C:19]([O:20][CH3:21])=[CH:18][C:17]([CH3:22])=[C:16]4[C:12]=3[CH:13]=[CH:14][N:15]4C(OC(C)(C)C)=O)=[N:9][C:5]=2[CH:4]=1)#[N:2].COC1C=C2C(=C(C)C=1)N(C([O-])=O)C=C2>>[CH3:31][O:30][CH:10]([C:11]1[C:19]([O:20][CH3:21])=[CH:18][C:17]([CH3:22])=[C:16]2[C:12]=1[CH:13]=[CH:14][NH:15]2)[C:8]1[NH:7][C:6]2[CH:40]=[CH:41][C:3]([C:1]#[N:2])=[CH:4][C:5]=2[N:9]=1

Participants

3

Reactant 2

HCID 86701494HCID 86701494, compoundHCID 86701495HCID 86701495, compound

Product 1

HCID 178489075HCID 178489075, compound

Procedure

The title compound was synthesized from a mixture of (±)-tert-butyl 4-((5-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)(methoxy)methyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate and (±)-tert-butyl 4-((6-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)methoxy)methyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate as described in Example 24-B. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.91 (d, J=6.57 Hz, 1H) 10.92 (br. s., 1H) 7.91-7.97 (m) 7.88 (m) 7.55-7.66 (m, 1H) 7.42-7.54 (m, 1H) 7.18 (t, J=2.72 Hz, 1H) 6.78 (s, 1H) 6.24-6.30 (m, 2H) 3.80 (s, 3H) 3.33 (s, 3H) 2.46 (s, 3H). HRMS calcd. for C20H18N4O2 (M+H)+ 347.1429. found 347.1516.

Sources & evidence

ORD record
ord-85414e2387d14a34ae179b60619447db
Source dataset
uspto-grants-2015_06
Patent number
US09056874B2

Reaction notes

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