HCID 58724200, compound → HCID 58724156, compound

HRID 2356225Notes

Reaction equation

HRID 2356225 reaction equation
[Cl:1][C:2]1[C:10]([S:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3([CH3:23])[CH2:22][CH2:21]3)[CH2:16][CH2:15]2)(=[O:13])=[O:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][N:6]2C(=O)C(F)(F)F>C[O-].[Na+].CO>[Cl:1][C:2]1[C:10]([S:11]([N:14]2[CH2:15][CH2:16][N:17]([C:20]3([CH3:23])[CH2:22][CH2:21]3)[CH2:18][CH2:19]2)(=[O:12])=[O:13])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][NH:6]2

Participants

4

Reactant 1

HCID 58724200HCID 58724200, compound

Product 1

HCID 58724156HCID 58724156, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 10942334Sodium MethoxideSolvent

Conditions

Temperature
60 °C

Procedure

1-(4-chloro-5-(4-(1-methylcyclopropyl)piperazin-1-ylsulfonyl)indolin-1-yl)-2,2,2-trifluoroethanone was dissolved in 1 N sodium methoxide solution in methanol. The mixture was heated to 60° C. The reaction mixture was then concentrated in vacuo and the solid residue was purified by chromatography to give the title compound. 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 0.32-0.33 (m, 2 H) 0.49 (br s, 2 H) 1.02 (s, 3 H) 2.67 (br s, 4 H) 3.09 (t, J=8.73 Hz, 2 H) 3.14 (br s, 4 H) 3.71 (t, J=8.71 Hz, 2 H) 6.38 (d, J=8.40 Hz, 1 H) 7.63 (d, J=8.35 Hz, 1 H).

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. customthe solid residue was purified by chromatography

Sources & evidence

ORD record
ord-7e6ba6888f4140089afd35a92b8c7b23
Source dataset
uspto-grants-2010_07
Patent number
US07759339B2

Reaction notes

Loading…