HCID 86701528, compound → HCID 178489055, compound

HRID 2173961Notes

Reaction equation

[C:1]([C:3]1[CH:42]=[CH:41][C:6]2[N:7](COCC[Si](C)(C)C)[C:8]([CH:10]([N:30]([CH3:32])[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].C(C1C=CC2N=C(C(N(C)C)C3C(OC)=CC(C)=C4C=3C=CN4C(OC(C)(C)C)=O)N(COCC[Si](C)(C)C)C=2C=1)#N>>[CH3:32][N: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:41]=[CH:42][C:3]([C:1]#[N:2])=[CH:4][C:5]=2[N:9]=1)[CH3:31]

Participants

Reactant 2

HCID 86701528HCID 86701528, compound

HCID 86701529HCID 86701529, compound

Product 1

HCID 178489055HCID 178489055, 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)(dimethylamino)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)(dimethylamino)methyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate as described in Example 36-E. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.60 (s, 1H) 10.88 (s, 1H) 7.90 (s) 7.54-7.60 (m) 7.46 (m) 7.22 (t, J=2.78 Hz, 1H) 6.74 (s, 1H) 6.69 (dd, J=2.97, 1.96 Hz, 1H) 5.38 (s, 1H) 3.79 (s, 3H) 2.41 (d, J=0.63 Hz, 3H) 2.22 (s, 6H). MS (ESI−) m/z 358.2 (M−H).

Sources & evidence

ORD record: ord-7c7ca9755cbe49ed933f23d13a5c158d
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

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