Methylamine → HCID 178437454, compound

HRID 1029595Notes

Reaction equation

Br[C:2]1[N:7]=[C:6]2[N:8]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]4[NH:30][N:29]=[N:28][N:27]=4)=[CH:16][CH:15]=3)[C:9]([CH2:11][CH3:12])=[N:10][C:5]2=[C:4]([CH3:31])[CH:3]=1.[CH3:32][NH2:33]>CCO>[CH2:11]([C:9]1[N:8]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]3[NH:27][N:28]=[N:29][N:30]=3)=[CH:18][CH:19]=2)[C:6]2=[N:7][C:2]([NH:33][CH3:32])=[CH:3][C:4]([CH3:31])=[C:5]2[N:10]=1)[CH3:12]

Participants

Conditions

Temperature: 180 °C

Procedure

A mixture of 5-Bromo-2-ethyl-7-methyl-3-(2'-(tetrazol-5-yl)biphen-4-yl)methyl-3H-imidazo[4,5-b]pyridine (74 mg), methylamine (0.6 g), and EtOH (2 mL) was heated in a bomb at 180° C. for 16 hours. Concentration and purification (SiO2, 90/9/1 CH2Cl2 /MeOH/NH4OH) gave 34.4 mg of the title compound. 1H NMR (300 MHz, CD3OD) δ7.60-7.51 (m, 2H), 7.49-7.42 (m, 2H), 7.17-7.05 (m, 4H), 6.33 (s, 1H), 5.44 (s, 2H), 2.90 (s, 3H), 2.79 (q, 2H, J=7.8 Hz), 2.47 (s, 3H), 1.22 (t, 3H, J=7.8 Hz).

Workup

concentrationConcentration and purification (SiO2, 90/9/1 CH2Cl2 /MeOH/NH4OH)

Sources & evidence

ORD record: ord-c836490dd7e14337a31e1aed22d24c33
Source dataset: uspto-grants-1992_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05102880

Reaction notes

Loading…