Diisopropylethylamine → HCID 67126448, compound

HRID 2273769Notes

Reaction equation

HRID 2273769 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-5c6fbc92c902494d9f851003dcc78e7e
Source dataset
uspto-grants-2015_09
Patent number
US09125913B2

Reaction notes

Loading…