Potassium Carbonate → HCID 178509841, compound

HRID 45938Notes

Reaction equation

HRID 45938 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.Br[CH2:19][C:20]1[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][CH:21]=1.C([O-])([O-])=O.[K+].[K+]>>[C:24]([C:23]1[CH:26]=[CH:27][C:20]([CH2:19][N:17]([CH2:19][C:20]2[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][CH:21]=2)[C:15]2[CH:14]=[CH:13][C:12]3[NH:8][CH:9]=[N:10][C:11]=3[CH:16]=2)=[CH:21][CH:22]=1)#[N:25]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 869964-(Bromomethyl)benzonitrileHCID 53406968tert-Butyl 5-amino-1H-benzo[d]imidazole-1-carboxylate

Product 1

HCID 178509841HCID 178509841, compound

Procedure

The compound was synthesized starting from N1-Boc-benzimidazol-5-amine (233 mg; 1 mmol; 1 eq.), 4-bromomethylbenzonitrile (490 mg; 2.5 mmol; 2.5 eq.) and K2CO3 (345 mg; 2.5 mmol; 2.5 eq.) according to method 4; Yield: 0.176 g (48.4%); MS m/z: 364.2 [M+H]+; 1H-NMR (500 MHz, DMSO d6): δ 4.80 (s, 4H); 6.66-6.68 (m, 2H); 7.34 (d, 1H, 3J=8.7 Hz); 7.47 (d, 4H, 3J=8.3 Hz); 7.78 (d, 4H, 3J=8.3 Hz); 7.92 (s, 1H); 11.95 (br s, 1H); HPLC (METHOD [A]): rt 13.50 min (100%)

Workup

  1. customThe compound was synthesized
  2. customrt 13.50 min (100%)

Sources & evidence

ORD record
ord-25141ae92be646c6a0d78dc741f536e3
Source dataset
uspto-grants-2013_09
Patent number
US08541596B2

Reaction notes

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