HCID 86701602, compound → HCID 178426043, compound

HRID 2174012Notes

Reaction equation

[CH3:1][C:2]1[C:10]2[N:9](S(C3C=CC(C)=CC=3)(=O)=O)[CH:8]=[CH:7][C:6]=2[C:5]([C:21]([C:23]2[N:27](COCC[Si](C)(C)C)[C:26]3[CH:36]=[CH:37][C:38]([C:40]#[N:41])=[CH:39][C:25]=3[N:24]=2)=[O:22])=[C:4]([C:42]([F:45])([F:44])[F:43])[CH:3]=1.[CH3:46]C1C2N(S(C3C=CC(C)=CC=3)(=O)=O)C=CC=2C(C(C2N(COCC[Si](C)(C)C)C3C=C(C#N)C=CC=3N=2)=O)=C(C(F)(F)F)C=1>>[OH:22][C:21]([C:23]1[NH:27][C:26]2[CH:36]=[CH:37][C:38]([C:40]#[N:41])=[CH:39][C:25]=2[N:24]=1)([C:5]1[C:4]([C:42]([F:43])([F:44])[F:45])=[CH:3][C:2]([CH3:1])=[C:10]2[C:6]=1[CH:7]=[CH:8][NH:9]2)[CH3:46]

Participants

Reactant 2

HCID 86701602HCID 86701602, compound

HCID 86701603HCID 86701603, compound

Product 1

HCID 178426043HCID 178426043, compound

Procedure

The title compound was synthesized from a mixture of 2-(7-methyl-1-tosyl-5-(trifluoromethyl)-1H-indole-4-carbonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and 2-(7-methyl-1-tosyl-5-(trifluoromethyl)-1H-indole-4-carbonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile using the same procedures as described in Example 64-B and 64-C. 1H NMR (400 MHz, DICHLOROMETHANE-d2 with 5% of METHANOL-d4) δ ppm 9.24 (br. s., 1H) 7.92 (s, 1H) 7.57-7.65 (m, 1H) 7.51-7.55 (m, 1H) 7.47 (s, 1H) 6.99-7.12 (m, 1H) 5.96 (dd, J=3.41, 1.89 Hz, 1H) 2.53 (s, 3H) 2.34 (s, 3H). HRMS calcd. for C20H15F3N4O (M+H)+ 385.1271. found 385.1277.

Sources & evidence

ORD record: ord-37c2cd5c9f89445597a9df917207bbd5
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09056874B2

Reaction notes

Loading…