HCID 69905525, compound → HCID 71765431, compound

HRID 2203221Notes

Reaction equation

HRID 2203221 reaction equation
[CH:1]([N:4]1[C:8]2[CH:9]=[CH:10][C:11](B3OC(C)(C)C(C)(C)O3)=[CH:12][C:7]=2[N:6]=[CH:5]1)([CH3:3])[CH3:2].[NH2:22][C:23]1[C:32]2[C:27](=[C:28](Br)[CH:29]=[CH:30][CH:31]=2)[N:26]=[N:25][C:24]=1[C:34]([NH2:36])=[O:35]>>[NH2:22][C:23]1[C:32]2[C:27](=[C:28]([C:11]3[CH:10]=[CH:9][C:8]4[N:4]([CH:1]([CH3:2])[CH3:3])[CH:5]=[N:6][C:7]=4[CH:12]=3)[CH:29]=[CH:30][CH:31]=2)[N:26]=[N:25][C:24]=1[C:34]([NH2:36])=[O:35]

Participants

3

Reactant 2

HCID 69905525HCID 69905525, compoundHCID 89827025HCID 89827025, compound

Product 1

HCID 71765431HCID 71765431, compound

Procedure

The title compound was prepared in a manner similar to EXAMPLE 1 using 1-isopropyl-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 1.70 (d, J=8 Hz, 6 H), 7.61 (dd, J=8, 4 Hz, 1 H), 7.76 (dd, J=8, 4 Hz, 1 H), 7.78-7.84 (m, 1 H), 7.85-7.92 (m, 1 H), 7.93 (m, 1 H), 8.30 (dd, J=8, 4 Hz, 1 H), 8.37 (s, 1 H); ESI-MS m/z [M+H]+ 347.3.

Sources & evidence

ORD record
ord-d4617c37b9824e79a3edf7c65bd91c2a
Source dataset
uspto-grants-2016_06
Patent number
US09365566B2

Reaction notes

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