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Potassium Carbonate → HCID 178505633, compound

HRID 45947
Notes
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Reaction equation

HRID 45947 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[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14]Br.C([O-])([O-])=O.[K+].[K+]>>[F:11][C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH2:14][N:10]([CH2:14][C:13]1[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=1[F:11])[C:8]1[CH:7]=[CH:6][C:5]2[NH:1][CH:2]=[N:3][C:4]=2[CH:9]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 136235-AminobenzimidazoleHCID 67968alpha-Bromo-o-fluorotoluene

Product 1

HCID 178505633HCID 178505633, compound

Procedure

The compound was synthesized starting from benzimidazol-5-amine (133 mg; 1 mmol; 1 eq.), 2-fluorobenzylbromide (416 mg; 0.265 ml; 2.2 mmol; 2.2 eq.) and K2CO3 (304 mg; 2.2 mmol; 2.2 eq.) according to method 5; Yield: 0.063 g (18.1%); MS m/z: 350.2 [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 4.73 (s, 4H); 6.71-6.72 (m, 2H); 7.08-7.11 (m, 2H); 7.17-7.19 (m, 2H); 7.20-7.28 (m, 4H); 7.32 (d, 1H, 3J=9.4 Hz); 7.92 (s, 1H); 11.94 (br s, 1H); HPLC (METHOD [A]): rt 15.61 min (100%)

Workup

custom
The compound was synthesized
  • customrt 15.61 min (100%)
  • Sources & evidence

    ORD record
    ord-6c2e844ad03c48f69f0bf2d4357ed64d
    Source dataset
    uspto-grants-2013_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08541596B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes