HCID 86701461, compound → HCID 178494815, compound

HRID 2173919Notes

Reaction equation

[CH3:1][O:2][C:3]([C:29]1[N:33](COCC[Si](C)(C)C)[C:32]2[CH:42]=[C:43]([C:46]#[N:47])[CH:44]=[CH:45][C:31]=2[N:30]=1)([C:5]1[C:13]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:12][C:11]([CH3:18])=[C:10]2[C:6]=1[CH:7]=[CH:8][N:9]2S(C1C=CC(C)=CC=1)(=O)=O)[CH3:4].COC(C1N(COCC[Si](C)(C)C)C2C=CC(C#N)=CC=2N=1)(C1C(S(C)(=O)=O)=CC(C)=C2C=1C=CN2S(C1C=CC(C)=CC=1)(=O)=O)C>>[CH3:1][O:2][C:3]([C:29]1[NH:30][C:31]2[CH:45]=[CH:44][C:43]([C:46]#[N:47])=[CH:42][C:32]=2[N:33]=1)([C:5]1[C:13]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:12][C:11]([CH3:18])=[C:10]2[C:6]=1[CH:7]=[CH:8][NH:9]2)[CH3:4]

Participants

Reactant 2

HCID 86701461HCID 86701461, compound

HCID 86701462HCID 86701462, compound

Product 1

HCID 178494815HCID 178494815, compound

Procedure

A mixture of (±)-2-(1-methoxy-1-(7-methyl-5-(methylsulfonyl)-1-tosyl-1H-indol-4-yl)ethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile and (±)-2-(1-methoxy-1-(7-methyl-5-(methylsulfonyl)-1-tosyl-1H-indol-4-yl)ethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile was transformed into the title compound using the same reaction conditions as described in Example 10-C. 1H NMR (400 MHz, DMSO-d6) δ 12.51-12.55 (m, 1H), 11.48 (br. s., 1H), 8.32-8.33 (m), 7.80-7.98 (m, 2H), 7.56-7.61 (m), 7.42-7.44 (m), 7.18 (t, J=2.91 Hz, 1H), 5.3 (br. s., 1H), 3.41 (s, 3H), 3.05 (s, 3H), 2.18 (s, 3H). MS (ESI+) m/z 409.1 (M+H).

Sources & evidence

ORD record: ord-f41632860fd04f60b21900e24cecbd76
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

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