1,2-Dichloroethane → HCID 58204329, compound

HRID 1629290Notes

Reaction equation

HRID 1629290 reaction equation
[F:1][C:2]1[CH:31]=[CH:30][C:5]2[C:6]3[N:7]([CH:11]=[C:12]([C:14]4[N:18]([CH:19]([CH3:21])[CH3:20])[N:17]=[C:16]([NH:22]C(=O)OC(C)(C)C)[N:15]=4)[N:13]=3)[CH2:8][CH2:9][O:10][C:4]=2[CH:3]=1.ClCCCl.FC(F)(F)C(O)=O>>[F:1][C:2]1[CH:31]=[CH:30][C:5]2[C:6]3[N:7]([CH:11]=[C:12]([C:14]4[N:18]([CH:19]([CH3:21])[CH3:20])[N:17]=[C:16]([NH2:22])[N:15]=4)[N:13]=3)[CH2:8][CH2:9][O:10][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 111,2-DichloroethaneHCID 6422Trifluoroacetic acidHCID 58204604HCID 58204604, compound

Product 1

HCID 58204329HCID 58204329, compoundYield 12%

Procedure

tert-Butyl 5-(9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepin-2-yl)-1-isopropyl-1H-1,2,4-triazol-3-ylcarbamate (0.200 mg, 0.47 mmol) was dissolved in 1,2-Dichloroethane (3 mL, 40 mmol) and trifluoroacetic acid (3 mL, 40 mmol) was added. The reaction mixture was stirred at room temperature for 1.5 hours. Complete reaction was confirmed by LCMS and the reaction mixture concentrated in vacuo. The crude solid was purified by HPLC to give 253 (18.3 mg, 12% yield)

Workup

  1. customComplete reaction
  2. concentrationthe reaction mixture concentrated in vacuo
  3. customThe crude solid was purified by HPLC

Sources & evidence

ORD record
ord-dfbf8eb36b8743918f3988f148ef2e66
Source dataset
uspto-grants-2014_07
Patent number
US08785626B2

Reaction notes

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