HCID 86701503, compound → HCID 178489076, compound

HRID 2173944Notes

Reaction equation

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

Participants

Reactant 2

HCID 86701503HCID 86701503, compound

HCID 86701504HCID 86701504, compound

Product 1

HCID 178489076HCID 178489076, compound

Procedure

The title compound was synthesized from a mixture of (±)-tert-butyl 4-(1-(5-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)-2,2,2-trifluoro-1-methoxyethyl)-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)-2,2,2-trifluoro-1-methoxyethyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate using the same procedure as described in Example 24-B. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.76-13.01 (m, 1H) 11.06 (br. s., 1H) 8.27 (s) 7.82-7.92 (m) 7.50-7.66 (m, 2H) 7.36 (t, J=2.78 Hz, 1H) 6.65-6.79 (m, 2H) 3.19 (s, 3H) 3.10 (s, 3H). HRMS calcd. for C21H17F3N4O2 (M+H)+ 415.1379. found 415.1376.

Sources & evidence

ORD record: ord-84dda5b6187d40a28470360daa58b68b
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

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