Potassium Iodide → 8-benzyl-2-(furan-2-ylmethyl)-6-phenyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)imidazo[1,2-a]pyrazin-3(2H)-one

HRID 1627732Notes

Reaction equation

HRID 1627732 reaction equation
[CH2:1]([C:8]1[NH:13][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:11][N:10]2[C:20](=[O:29])[C:21]([CH2:23][C:24]3[O:25][CH:26]=[CH:27][CH:28]=3)=[N:22][C:9]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:31][C:32]1[CH:37]=[CH:36][C:35]([B:38]2[O:42][C:41]([CH3:44])([CH3:43])[C:40]([CH3:46])([CH3:45])[O:39]2)=[CH:34][CH:33]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>>[CH2:1]([C:8]1[C:9]2[N:10]([C:20](=[O:29])[C:21]([CH2:23][C:24]3[O:25][CH:26]=[CH:27][CH:28]=3)([CH2:31][C:32]3[CH:33]=[CH:34][C:35]([B:38]4[O:39][C:40]([CH3:46])([CH3:45])[C:41]([CH3:44])([CH3:43])[O:42]4)=[CH:36][CH:37]=3)[N:22]=2)[CH:11]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 37345062-(4-(Bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 1785156418-benzyl-2-(furan-2-ylmethyl)-6-phenyl-7H-imidazo[1,2-a]pyrazin-3-one

Product 1

HCID 712568638-benzyl-2-(furan-2-ylmethyl)-6-phenyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)imidazo[1,2-a]pyrazin-3(2H)-one

Procedure

To a solution of 8-benzyl-2-(furan-2-ylmethyl)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one, 2-(4-(bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, potassium carbonate and potassium iodide (33 mg, 0.20 mmol) is added. The reaction mixture is stirred at room temperature and is heated to 40° C. until HPLC shows the completion of the reaction.

Workup

  1. temperatureis heated to 40° C. until HPLC
  2. customthe completion of the reaction

Sources & evidence

ORD record
ord-3e7d41ee30dd4df786f166fcef723794
Source dataset
uspto-grants-2014_07
Patent number
US08785652B2

Reaction notes

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