HCID 86701627, compound → HCID 178424036, compound

HRID 2174025Notes

Reaction equation

[C:1]([C:3]1[CH:48]=[CH:47][C:6]2[N:7](COCC[Si](C)(C)C)[C:8]([CH:10]([C:18]3[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[C:23]4[C:19]=3[CH:20]=[CH:21][N:22]4S(C3C=CC(C)=CC=3)(=O)=O)[NH:11]C(=O)C(F)(F)F)=[N:9][C:5]=2[CH:4]=1)#[N:2].C(C1C=CC2N=C(C(C3C(C)=CC(C)=C4C=3C=CN4S(C3C=CC(C)=CC=3)(=O)=O)NC(=O)C(F)(F)F)N(COCC[Si](C)(C)C)C=2C=1)#N>>[NH2:11][CH:10]([C:18]1[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[C:23]2[C:19]=1[CH:20]=[CH:21][NH:22]2)[C:8]1[NH:7][C:6]2[CH:47]=[CH:48][C:3]([C:1]#[N:2])=[CH:4][C:5]=2[N:9]=1

Participants

Reactant 2

HCID 86701627HCID 86701627, compound

HCID 86701628HCID 86701628, compound

Product 1

HCID 178424036HCID 178424036, compound

Procedure

The title compound was synthesized from a mixture of (±)-N-((5-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)(5,7-dimethyl-1-tosyl-1H-indol-4-yl)methyl)-2,2,2-trifluoroacetamide and (±)-N-((6-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazol-2-yl)(5,7-dimethyl-1-tosyl-1H-indol-4-yl)methyl)-2,2,2-trifluoroacetamide as described in Example 64-B and 64-C. 1H NMR (400 MHz, DMSO-d6) δ ppm. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.88 (s, 1H) 7.93 (s, 1H) 7.59 (d, J=8.08 Hz, 1H) 7.48 (app dd, J=8.34, 1.26 Hz, 1H) 7.11 (t, J=2.78 Hz, 1H) 6.73 (s, 1H) 6.19 (s, 1H) 5.77 (s, 1H) 2.43 (s, 3H) 2.39 (s, 3H). HRMS calcd. for C19H17N5 (M+H)+ 316.1557. found 316.1563.

Sources & evidence

ORD record: ord-d35faab559a64468abd57c1b0b7d4337
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

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