Methylamine → HCID 178485278, compound

HRID 1893471Notes

Reaction equation

HRID 1893471 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[N:15]3[C:16]4[C:21]([N:22]=[C:23]([NH:24][CH2:25][CH2:26][CH2:27][OH:28])[C:14]3=[N:13][CH:12]=2)=[CH:20][C:19]([C:29]([F:32])([F:31])[F:30])=[CH:18][CH:17]=4)[NH:8][N:7]=1)=O)C.[CH3:33][NH2:34]>C1COCC1>[OH:28][CH2:27][CH2:26][CH2:25][NH:24][C:23]1[C:14]2[N:15]([C:11]([C:9]3[NH:8][N:7]=[C:6]([C:4]([NH:34][CH3:33])=[O:3])[CH:10]=3)=[CH:12][N:13]=2)[C:16]2[C:21]([N:22]=1)=[CH:20][C:19]([C:29]([F:32])([F:31])[F:30])=[CH:18][CH:17]=2

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178468649HCID 178468649, compound

Product 1

HCID 178485278HCID 178485278, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5-[4-(3-Hydroxy-propylamino)-7-trifluoromethyl-imidazo[1,2-a]quinoxalin-1-yl]-1H-pyrazole-3-carboxylic acid ethyl ester (0.02 mmol; 7 mg), Methylamine (0.40 mmol; 40% wt in H2O; 0.1 mL), in THF (0.2 mL), under argon was stirred at 35° C. for 48 hr. Concentration, then purification by preparative TLC (dichloromethane/methanol) afforded the title compound as a white solid (3 mg; 0.007 mmol; 44%).

Workup

  1. concentrationConcentration
  2. custompurification by preparative TLC (dichloromethane/methanol)

Sources & evidence

ORD record
ord-1f71839f965241bcb38149721be7aff5
Source dataset
uspto-grants-2013_08
Patent number
US08513250B2

Reaction notes

Loading…