Diisopropylethylamine → HCID 67126448, compound

HRID 1520648Notes

Reaction equation

HRID 1520648 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](F)[C:5]([F:9])=[CH:4][C:3]=1[S:10]([NH2:13])(=[O:12])=[O:11].[O:14]1[CH2:19][CH2:18][CH:17]([CH2:20][NH2:21])[CH2:16][CH2:15]1.C(N(CC)C(C)C)(C)C>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([NH:21][CH2:20][CH:17]2[CH2:18][CH2:19][O:14][CH2:15][CH2:16]2)[C:5]([F:9])=[CH:4][C:3]=1[S:10]([NH2:13])(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 81531Diisopropylethylamine2×HCID 27732104-Aminomethyltetrahydropyran2×HCID 27735192-chloro-4,5-difluorobenzenesulfonamide

Product 1

HCID 67126448HCID 67126448, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-Chloro-4,5-difluorobenzenesulfonamide (0.683 g), (tetrahydro-2H-pyran-4-yl)methanamine (0.346 g), N,N-diisopropylethylamine (0.681 ml) and dioxane (10 ml) were heated at 65° C. for 2.5 days. Additional (tetrahydro-2H-pyran-4-yl)methanamine (0.346 g) and N,N-diisopropylethylamine (0.681 ml) were added and heating was continued at 70° C. for 1.5 days. The reaction mixture was concentrated and column chromatographed on silica gel with 0-3% methanol in dichloromethane as eluent. The obtained solid was triturated with dichloromethane to give the title compound.

Workup

  1. temperatureheating
  2. concentrationThe reaction mixture was concentrated
  3. customcolumn chromatographed on silica gel with 0-3% methanol in dichloromethane as eluent
  4. customThe obtained solid was triturated with dichloromethane

Sources & evidence

ORD record
ord-1246f4f98e644347b8d3675f2c6797ce
Source dataset
uspto-grants-2015_07
Patent number
US09073855B2

Reaction notes

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