1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole → HCID 71765298, compound

HRID 2203220Notes

Reaction equation

HRID 2203220 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9](B3OC(C)(C)C(C)(C)O3)=[CH:10][C:5]=2[N:4]=[CH:3]1.[NH2:20][C:21]1[C:30]2[C:25](=[C:26](Br)[CH:27]=[CH:28][CH:29]=2)[N:24]=[N:23][C:22]=1[C:32]([NH2:34])=[O:33]>C(O)=O>[NH2:20][C:21]1[C:30]2[C:25](=[C:26]([C:9]3[CH:8]=[CH:7][C:6]4[N:2]([CH3:1])[CH:3]=[N:4][C:5]=4[CH:10]=3)[CH:27]=[CH:28][CH:29]=2)[N:24]=[N:23][C:22]=1[C:32]([NH2:34])=[O:33]

Participants

4

Reactant 2

HCID 594745911-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazoleHCID 69905525HCID 69905525, compound

Product 1

HCID 71765298HCID 71765298, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A formic acid salt of the title compound was prepared in a manner similar to EXAMPLE 1 using 1-methyl-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 (500 MHz, CD3OD) δ ppm 3.91 (s, 3 H), 8.54 (s, 1 H), 8.64 (d, J=8 Hz 1 H), 8.73 (d, J=8 Hz 2 H), 8.84 (d, J=16 Hz 1 H), 9.29 (d, J=8 Hz 1 H), 9.99 (s, 1 H); ESI-MS m/z [M+H]+ 319.2.

Sources & evidence

ORD record
ord-56a6cecfecb1457682e8c0d6463f24f5
Source dataset
uspto-grants-2016_06
Patent number
US09365566B2

Reaction notes

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