HCID 86701488, compound → HCID 178437483, compound

HRID 2174063Notes

Reaction equation

HRID 2174063 reaction equation
[C:1]([C:3]1[CH:41]=[CH:40][C:6]2[N:7](COCC[Si](C)(C)C)[C:8]([C:10]([C:13]3[C:21]([O:22][CH3:23])=[CH:20][C:19]([CH3:24])=[C:18]4[C:14]=3[CH:15]=[CH:16][N:17]4C(OC(C)(C)C)=O)(O)[CH3:11])=[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)(O)C)N(COCC[Si](C)(C)C)C=2C=1)#N>>[CH3:23][O:22][C:21]1[C:13]([C:10]([C:8]2[NH:7][C:6]3[CH:40]=[CH:41][C:3]([C:1]#[N:2])=[CH:4][C:5]=3[N:9]=2)=[CH2:11])=[C:14]2[C:18](=[C:19]([CH3:24])[CH:20]=1)[NH:17][CH:16]=[CH:15]2

Participants

3

Reactant 2

HCID 86701488HCID 86701488, compoundHCID 86701489HCID 86701489, compound

Product 1

HCID 178437483HCID 178437483, 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)-1-hydroxyethyl)-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)-1-hydroxy ethyl)-5-methoxy-7-methyl-1H-indole-1-carboxylate (Example 26-A) in a similar manner as shown in Example 114. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.07 (s) 7.65-7.84 (m) 7.44-7.56 (m) 7.15-7.36 (m, 1H) 6.82 (d, J=2.91 Hz, 1H) 6.58 (dd, J=14.84, 1.71 Hz, 1H) 6.14 (dd, J=2.97, 1.96 Hz, 1H) 5.56-5.75 (m, 1H) 3.57 (d, J=0.88 Hz, 3H) 2.53 (br. s., 3H). HRMS calcd. for C20H16N4O (M+H)+ 329.1402. found 329.1395.

Sources & evidence

ORD record
ord-d6639b717a984539b8db3d54e0dcc1da
Source dataset
uspto-grants-2015_06
Patent number
US09056874B2

Reaction notes

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