Acetonitrile--water (1/1) → HCID 178508803, compound
Reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][C@@H:10]2[CH2:15][CH2:14][C@H:13]([C:16]([OH:18])=[O:17])[CH2:12][CH2:11]2)[N:3]=1.[CH3:19][C:20]#[N:21].O>>[NH2:1][C:2]1[N:7]=[C:6]([N:21]2[CH2:12][CH2:11][CH2:10][CH2:15][CH2:19][CH2:20]2)[N:5]=[C:4]([NH:9][C@@H:10]2[CH2:15][CH2:14][C@H:13]([C:16]([OH:18])=[O:17])[CH2:12][CH2:11]2)[N:3]=1Participants
3
Procedure
To the solution of crude cis-4-(4-amino-6-chloro-1,3,5-triazin-2-ylamino)cyclohexanecarboxylic acid (˜0.46 mmol) in CH3CN/H2O (5 ml/1 ml) was added hexamethyleneimine (240 μl, ˜5 equivalents). The reaction mixture was stirred at room temperature overnight. The reaction solution was condensed and the crude product was purified by RP-HPLC (Luna 5μ C8(2), 100×21 mm, 15-65% CH3CN/H2O, 0.1% TFA, 18 min) to give the product (65 mg). MS (ES+): m/e 335.3 [M+H]+.
Workup
- customcondensed
- customthe crude product was purified by RP-HPLC (Luna 5μ C8(2), 100×21 mm, 15-65% CH3CN/H2O, 0.1% TFA, 18 min)