Ethyl isocyanate → HCID 118939077, compound

HRID 524019Notes

Reaction equation

HRID 524019 reaction equation
Cl.[F:2][C:3]1([F:28])[CH2:5][CH:4]1[CH2:6][O:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH2:14][N:13]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C@@H:25]([NH2:27])[CH3:26])=[CH:21][CH:20]=1)[CH2:12][CH2:11]2.[CH2:29]([N:31]=[C:32]=[O:33])[CH3:30]>C1COCC1>[F:28][C:3]1([F:2])[CH2:5][CH:4]1[CH2:6][O:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH2:14][N:13]([CH2:18][C:19]1[CH:20]=[CH:21][C:22]([C@@H:25]([NH:27][C:32]([NH:31][CH2:29][CH3:30])=[O:33])[CH3:26])=[CH:23][CH:24]=1)[CH2:12][CH2:11]2

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 118939116HCID 118939116, compound

Product 1

HCID 118939077HCID 118939077, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.09 mg (10.0 μmol) (S)-1-{4-[6-(2,2-Difluoro-cyclopropylmethoxy)-3,4-dihydro-1H-isoquinolin-2-ylmethyl]-phenyl}-ethylamine hydrochloride (example XXXIII.1) and 5.62 μL (40.0 μmol) TEA in 250 μL THF are stirred at r.t. Then 3.91 μL (50.0 μmol) ethyl isocyanate are added and the resulting mixture is stirred at r.t. over night. The reaction is quenched by the addition of 25 μL aq. K2CO3 solution (c=3 mol/L), filtered over basic aluminum oxide and concentrated by evaporation.

Workup

  1. customare stirred at r.t
  2. customThe reaction is quenched by the addition of 25 μL aq. K2CO3 solution (c=3 mol/L)
  3. filtrationfiltered over basic aluminum oxide
  4. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-e549fed550f74472b080fa4ab90ca3ed
Source dataset
uspto-grants-2016_05
Patent number
US09340510B2

Reaction notes

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