Methyl triflate → HCID 86751469, compound

HRID 1490299Notes

Reaction equation

HRID 1490299 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:16]2[NH:15][C:14]3[C:6]([N:7]=[C:8]4[C:13]=3[CH:12]=[CH:11][CH:10]=[CH:9]4)=[C:5]([Cl:19])[C:4]=2[CH:3]=1.[CH3:20]OS(C(F)(F)F)(=O)=O>C1(C)C=CC=CC=1>[ClH:1].[Cl:1][C:2]1[CH:18]=[CH:17][C:16]2[NH+:15]([CH3:20])[C:14]3[C:6]([N:7]=[C:8]4[C:13]=3[CH:12]=[CH:11][CH:10]=[CH:9]4)=[C:5]([Cl:19])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 9526Methyl triflate2×HCID 178477888HCID 178477888, compound

Product 1

HCID 86751469HCID 86751469, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a suspension of 2-chloro-11-chloroquindoline from Example 49 (0.3 g, 1.0 mmol) in anhydrous toluene (12 mL) was added methyltriflate (0.25 mL, 200 mol %). The reaction mixture was stirred for 20 h at rt after which TLC analysis still showed starting material. Additional methyl triflate (100 mol %) and toluene (5 mL) were added. The reaction mixture was stirred overnight, filtered, washed with ether and dried to afford the crude title compound; MS (-FAB, m/z) 149.

Workup

  1. stirringThe reaction mixture was stirred overnight
  2. filtrationfiltered
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-92e2ddaa1df34d05bf1cc60a4e1b963d
Source dataset
uspto-grants-1997_10
Patent number
US05681958

Reaction notes

Loading…