Dimethylformamide → HCID 58204431, compound

HRID 886032Notes

Reaction equation

HRID 886032 reaction equation
[Br:1][C:2]1[CH:20]=[CH:19][C:5]2[C:6]3[N:7]([CH:11]=[C:12]([C:14]4[NH:15][CH:16]=[CH:17][N:18]=4)[N:13]=3)[CH2:8][CH2:9][O:10][C:4]=2[CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].CN(C)C=O.[CH:32](I)([CH3:34])[CH3:33]>>[Br:1][C:2]1[CH:20]=[CH:19][C:5]2[C:6]3[N:7]([CH:11]=[C:12]([C:14]4[N:18]([CH:32]([CH3:34])[CH3:33])[CH:17]=[CH:16][N:15]=4)[N:13]=3)[CH2:8][CH2:9][O:10][C:4]=2[CH:3]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 58204940HCID 58204940, compound

Product 1

HCID 58204431HCID 58204431, compound

Procedure

To a solution of 9-bromo-2-(1H-imidazol-2-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine (0.237 g, 0.716 mmol) and Cesium Carbonate (0.280 g, 0.859 mmol) in N,N-Dimethylformamide (4.74 mL, 61.2 mmol) was added Isopropyl iodide (0.0859 mL, 0.859 mmol). The reaction was stirred 18 h at 50 C. The reaction was quenched with water then extracted EtOAc 2×. The crude product was purified to give 9-bromo-2-(1-isopropyl-1H-imidazol-2-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine. MS: (ESI+)=373.1

Workup

  1. customThe reaction was quenched with water
  2. customThe crude product was purified

Sources & evidence

ORD record
ord-45fb52766edd40ad858f4acb9e798524
Source dataset
uspto-grants-2012_08
Patent number
US08242104B2

Reaction notes

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