Potassium Carbonate → HCID 178429760, compound

HRID 45956Notes

Reaction equation

[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[NH:3][CH:2]=1.[F:11][C:12]1[C:19]([F:20])=[C:18]([CH3:21])[C:17]([F:22])=[C:16]([F:23])[C:13]=1[CH2:14]Br.C([O-])([O-])=O.[K+].[K+]>>[F:11][C:12]1[C:19]([F:20])=[C:18]([CH3:21])[C:17]([F:22])=[C:16]([F:23])[C:13]=1[CH2:14][NH:10][C:8]1[CH:7]=[CH:6][C:5]2[NH:1][CH:2]=[N:3][C:4]=2[CH:9]=1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 136235-Aminobenzimidazole

HCID 27783681-Bromomethyl-4-methyl-2,3,5,6-tetrafluorobenzene

Product 1

HCID 178429760HCID 178429760, compound

Procedure

The compound was synthesized starting from benzimidazol-5-amine (133 mg; 1 mmol; 1 eq.), 2,3,5,6-tetrafluoro-4-methylbenzylbromide (566 mg; 2.2 mmol; 2.2 eq.) and K2CO3 (304 mg; 2.2 mmol; 2.2 eq.) according to method 5. Yield: 0.034 g (11.0%); MS m/z: 310.2 [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 2.20 (t, 3H, 3J(H,F)=1.9 Hz); 4.35 (d, 2H); 5.85 (br s, 1H); 6.60 (dd, 1H, 4J=1.8 Hz, 3J=8.5 Hz); 6.69 (br s, 1H); 7.28 (d, 1H, 3J=8.5 Hz); 7.87 (s, 1H); 11.95 (br s, 1H); HPLC (METHOD [A]): rt 13.04 min (100%)

Workup

customThe compound was synthesized
customrt 13.04 min (100%)

Sources & evidence

ORD record: ord-d9dc5f5714784e05b7906915cb7049ba
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541596B2

Reaction notes

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