Trifluoromethanesulfonate → HCID 60164095, compound

HRID 513647Notes

Reaction equation

HRID 513647 reaction equation
[C:1]1([NH:7][CH2:8][C:9]2[C:18]([NH2:19])=[C:17]3[C:12]([CH:13]=[CH:14][CH:15]=[N:16]3)=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1([S:25](N2C=C[N+](C)=C2)(=[O:27])=[O:26])C=CN=C1.FC(F)(F)S([O-])(=O)=O>CC#N>[C:1]1([N:7]2[S:25](=[O:27])(=[O:26])[NH:19][C:18]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][N:16]=4)[CH:11]=[CH:10][C:9]=3[CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 2758875TrifluoromethanesulfonateHCID 11728150HCID 11728150, compoundHCID 681831547-Phenylaminomethyl-quinolin-8-ylamine2×

Product 1

HCID 60164095HCID 60164095, compoundYield 4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 7-phenylaminomethyl-quinolin-8-ylamine (Intermediate 206) (350 mg, 1.4 mmol) and 1-(1H-imidazole-1-sulfonyl)-3-methyl-1H-imidazol-3-ium; trifluoromethanesulfonate (762 mg, 2.1 mmol) in MeCN (10 ml) was stirred at 0° C. then allowed to warm to room temperature overnight. The reaction mixture was concentrated in vacuo and the crude residue was purified by preparative HPLC (basic conditions) to give the title compound (18 mg, 4%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe crude residue was purified by preparative HPLC (basic conditions)

Sources & evidence

ORD record
ord-e3896450a3ab4be08919dc43894bb617
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…