HCID 69905525, compound → HCID 71765466, compound

HRID 2203223Notes

Reaction equation

HRID 2203223 reaction equation
[C:1]([N:5]1[C:9]2[CH:10]=[CH:11][C:12](B3OC(C)(C)C(C)(C)O3)=[CH:13][C:8]=2[N:7]=[CH:6]1)([CH3:4])([CH3:3])[CH3:2].[NH2:23][C:24]1[C:33]2[C:28](=[C:29](Br)[CH:30]=[CH:31][CH:32]=2)[N:27]=[N:26][C:25]=1[C:35]([NH2:37])=[O:36]>>[NH2:23][C:24]1[C:33]2[C:28](=[C:29]([C:12]3[CH:11]=[CH:10][C:9]4[N:5]([C:1]([CH3:2])([CH3:3])[CH3:4])[CH:6]=[N:7][C:8]=4[CH:13]=3)[CH:30]=[CH:31][CH:32]=2)[N:27]=[N:26][C:25]=1[C:35]([NH2:37])=[O:36]

Participants

3

Reactant 2

HCID 69905525HCID 69905525, compoundHCID 89827313HCID 89827313, compound

Product 1

HCID 71765466HCID 71765466, compound

Procedure

The title compound was prepared in a manner similar to EXAMPLE 1 using 1-tert-butyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole and 4-amino-8-bromocinnoline-3-carboxamide. 1H NMR (400 MHz, CD3OD) δ ppm 1.85 (s, 9 H), 7.58 (m, 1 H), 7.76-7.83 (m, 1 H), 7.88 (d, J=8 Hz, 1 H), 7.91-7.96 (m, 2 H), 8.29 (m, 1 H), 8.32 (s, 1 H); ESI-MS m/z [M+H]+ 361.3.

Sources & evidence

ORD record
ord-da11641e991a4bebbbefb6e09f9ee33b
Source dataset
uspto-grants-2016_06
Patent number
US09365566B2

Reaction notes

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