Dimethylacetamide → HCID 11947987, compound

HRID 2427902Notes

Reaction equation

HRID 2427902 reaction equation
[CH2:1]([C:4]1[NH:5][C:6]2[C:12]([CH3:13])=[CH:11][C:10]([C:14]3[N:18]([CH3:19])C4C=CC=CC=4N=3)=[CH:9][C:7]=2[N:8]=1)[CH2:2][CH3:3].Br[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[CH2:38][OH:39])=[CH:28][CH:27]=1.[CH3:40][N:41](C)[C:42](=O)C>>[CH2:1]([C:4]1[N:8]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[CH2:38][OH:39])=[CH:28][CH:27]=2)[C:7]2[CH:9]=[C:10]([C:14]3[N:18]=[CH:19][N:41]([CH3:42])[CH:40]=3)[CH:11]=[C:12]([CH3:13])[C:6]=2[N:5]=1)[CH2:2][CH3:3]

Participants

4

Reactant 3

HCID 31374Dimethylacetamide2×HCID 11947985HCID 11947985, compoundHCID 178439855HCID 178439855, compound

Product 1

HCID 11947987HCID 11947987, compound

Procedure

To a mixture of 1.098 g (3.6 mmol) of 2-n-propyl-4-methyl-6-(1′-methylbenzimidazol-2-yl)benzimidazole, 0.41 g of potassium terc-butylate (3.65 mmol) and 15 ml of N,N-dimethylacetamide, a solution of 1 g (3.6 mmol) of 4′-bromomethyl-2-hydroxymethylbiphenyl (II) in 10 ml of N,N-dimethylacetamide is added dropwise at room temperature in 30 minutes. Reaction mixture is stirred at room temperature overnight and subsequently evaporated under reduced pressure to produce 2.69 g of oily residue. Raw product is purified on chromatographic column (silica gel, dichloromethane-methanol 9:1) to yield 1.51 g of pure product in a form of brown oil.

Workup

  1. customReaction mixture
  2. customsubsequently evaporated under reduced pressure

Sources & evidence

ORD record
ord-9e4b9e76aed94425b199e8d999be8df3
Source dataset
uspto-grants-2011_06
Patent number
US07968727B2

Reaction notes

Loading…