Potassium Carbonate → HCID 178503178, compound

HRID 45967Notes

Reaction equation

HRID 45967 reaction equation
[CH2:1]([NH:5][C:6]1[CH:14]=[CH:13][C:9]2[N:10]=[CH:11][NH:12][C:8]=2[CH:7]=1)[CH:2]([CH3:4])[CH3:3].[CH3:15][S:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Br)=[CH:19][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>>[CH3:15][S:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][N:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[C:6]2[CH:14]=[CH:13][C:9]3[NH:10][CH:11]=[N:12][C:8]=3[CH:7]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 113679304-(Methylthio)benzyl bromideHCID 67445159N-isobutyl-benzimidazol-5-amine

Product 1

HCID 178503178HCID 178503178, compound

Procedure

The compound was synthesized starting from N-isobutyl-benzimidazol-5-amine (95 mg; 0.5 mmol; 1 eq.), 4-methylthiobenzylbromide (120 mg; 0.55 mmol; 1.1 eq.) and K2CO3 (76 mg; 0.55 mmol; 1.1 eq.) according to method 6; Yield: 0.066 g (40.6%); MS m/z: 326.4 [M+H]+; 1H-NMR (400 MHz, DMSO d6): δ 0.92 (d, 6H, 3J=6.6 Hz); 2.01-2.08 (m, 1H); 2.41 (s, 3H); 3.21 (d, 2H, 3J=7.1 Hz); 4.53 (s, 2H); 6.68 (br s, 1H); 6.70 (dd, 1H, 3J=2.1 Hz, 3J=8.7 Hz); 7.13-7.18 (m, 4H); 7.34 (d, 1H, 3J=8.7 Hz); 7.90 (s, 1H); 11.91 (br s, 1H); HPLC (METHOD [A]): rt 16.40 min (99.5%)

Workup

  1. customThe compound was synthesized
  2. customrt 16.40 min (99.5%)

Sources & evidence

ORD record
ord-5412287b8d4d483d8c06a8162fa4cc65
Source dataset
uspto-grants-2013_09
Patent number
US08541596B2

Reaction notes

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