1,2-Dichloroethane → HCID 58204329, compound

HRID 1800084Notes

Reaction equation

HRID 1800084 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-180bcbae2f68474296733c94d3969a7b
Source dataset
uspto-grants-2013_01
Patent number
US08343955B2

Reaction notes

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