1,2-Dichloroethane → HCID 58204329, compound

HRID 1498319Notes

Reaction equation

HRID 1498319 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-e3a9747ffc3b43baa88b7153a27d99e3
Source dataset
uspto-grants-2015_12
Patent number
US09198918B2

Reaction notes

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