HCID 86701757, compound → HCID 178500113, compound

HRID 2174114Notes

Reaction equation

[C:1]([C:3]1[CH:45]=[CH:44][C:6]2[N:7](COCC[Si](C)(C)C)[C:8]([CH:10]([C:17]3[C:25]([O:26][CH3:27])=[CH:24][C:23]([CH3:28])=[C:22]4[C:18]=3[CH:19]=[CH:20][N:21]4C(OC(C)(C)C)=O)[CH:11]([CH3:16])[C:12]([O:14][CH3:15])=[O:13])=[N:9][C:5]=2[CH:4]=1)#[N:2].C(C1C=CC2N=C(C(C3C(OC)=CC(C)=C4C=3C=CN4C(OC(C)(C)C)=O)C(C)C(OC)=O)N(COCC[Si](C)(C)C)C=2C=1)#N>>[C:1]([C:3]1[CH:45]=[CH:44][C:6]2[NH:7][C:8]([CH:10]([C:17]3[C:25]([O:26][CH3:27])=[CH:24][C:23]([CH3:28])=[C:22]4[C:18]=3[CH:19]=[CH:20][NH:21]4)[CH:11]([CH3:16])[C:12]([O:14][CH3:15])=[O:13])=[N:9][C:5]=2[CH:4]=1)#[N:2]

Participants

Reactant 2

HCID 86701757HCID 86701757, compound

HCID 86701758HCID 86701758, compound

Product 1

HCID 178500113HCID 178500113, compound

Procedure

The title compound was synthesized from (±)-tert-butyl 4-(1-(5-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)-3-methoxy-2-methyl-3-oxopropyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate and (±)-tert-butyl 4-(1-(6-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)-3-methoxy-2-methyl-3-oxopropyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate as a single diastereomer (diastereomer A, tr=16.9 min from Example 147-A) following the procedure shown in Example 142-C. MS (ESI+) m/z 403.0 (M+H).

Sources & evidence

ORD record: ord-819378cb289e455db20e797444b7062c
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

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