Tyramine → HCID 86643468, compound

HRID 1422496Notes

Reaction equation

Cl[C:2]1[C:7]2[N:8]=[CH:9][N:10]([CH:11]([CH3:13])[CH3:12])[C:6]=2[CH:5]=[C:4]([Cl:14])[N:3]=1.[NH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1>CC(O)CC>[Cl:14][C:4]1[N:3]=[C:2]([NH:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)[C:7]2[N:8]=[CH:9][N:10]([CH:11]([CH3:13])[CH3:12])[C:6]=2[CH:5]=1

Participants

Conditions

Temperature: 140 °C

Procedure

A mixture of 4,6-dichloro-1-isopropyl-1H-imidazo[4,5-c]pyridine (b) (40 mg, 0.17 mmol), tyramine (120 mg, 0.86 mmol), and 2-butanol (2 mL) was heated under microwave irradiation at 140° C. for 8 hr. The mixture was concentrated and the residue was purified by reverse-phase HPLC (C18 column, eluting with ACN—H2O 0.05% TFA) to afford the title compound as an off-white solid. MS m/z 331.1 (M+1).

Workup

concentrationThe mixture was concentrated
customthe residue was purified by reverse-phase HPLC (C18 column, eluting with ACN—H2O 0.05% TFA)

Sources & evidence

ORD record: ord-34c6fdec274749c3905ed00a07d0625b
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927281B2

Reaction notes

Loading…