Potassium Carbonate → HCID 178505932, compound

HRID 45937Notes

Reaction equation

HRID 45937 reaction equation
C([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([NH2:17])=[CH:16][C:11]=2[N:10]=[CH:9]1)(OC(C)(C)C)=O.[F:18][C:19]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:20]=1[CH2:21]Br.C([O-])([O-])=O.[K+].[K+]>>[F:18][C:19]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:20]=1[CH2:21][N:17]([CH2:21][C:20]1[CH:23]=[C:24]([F:28])[C:25]([F:27])=[CH:26][C:19]=1[F:18])[C:15]1[CH:14]=[CH:13][C:12]2[NH:8][CH:9]=[N:10][C:11]=2[CH:16]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 27770572,4,5-Trifluorobenzyl BromideHCID 53406968tert-Butyl 5-amino-1H-benzo[d]imidazole-1-carboxylate

Product 1

HCID 178505932HCID 178505932, compound

Procedure

The compound was synthesized starting from N1-Boc-benzimidazol-5-amine (233 mg; 1 mmol; 1 eq.), 2,4,5-trifluorbenzylbromide (563 mg; 2.5 mmol; 2.5 eq.) and K2CO3 (345 mg; 2.5 mmol; 2.5 eq.) according to method 4; Yield: 0.172 (40.9%); MS m/z: 422.2 [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 4.68 (s, 4H); 6.74 (dd, 1H, 4J=2.1 Hz, 3J=8.9 Hz); 6.78 (br s, 1H); 7.23-7.29 (m, 2H); 7.39 (d, 1H, 3J=8.9 Hz); 7.51-7.56 (m, 2H); 7.97 (s, 1H); 12.03 (br s, 1H); HPLC (METHOD [A]): rt 16.46 min (100%)

Workup

  1. customThe compound was synthesized
  2. customrt 16.46 min (100%)

Sources & evidence

ORD record
ord-ecb8a92aeb5545a48da92a2f29f51cb2
Source dataset
uspto-grants-2013_09
Patent number
US08541596B2

Reaction notes

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