Benzylamine → HCID 58246226, compound

HRID 1850836Notes

Reaction equation

Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][O:14][C:15]2[CH:24]=[C:23]3[C:18]([CH2:19][CH2:20][N:21]=[C:22]3[C:25]3([C:29]4[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=4)[CH2:28][CH2:27][CH2:26]3)=[CH:17][CH:16]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH2:36]([NH2:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>C(O)C>[CH2:36]([NH:43][C:2]1[N:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][O:14][C:15]2[CH:24]=[C:23]3[C:18]([CH2:19][CH2:20][N:21]=[C:22]3[C:25]3([C:29]4[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=4)[CH2:26][CH2:27][CH2:28]3)=[CH:17][CH:16]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

Conditions

Temperature: 150 °C

Procedure

6-Chloro-N-(2-(1-(1-(4-chlorophenyl)cyclobutyl)-3,4-dihydroisoquinolin-7-yloxy)ethyl)pyridine-3-sulfonamide (70.0 mg, 0.132 mmol) and benzylamine (14.2 mg, 0.133 mmol) were dissolved in dry ethanol (3 ml) and stirred in a microwave oven at 150° C. for 1 h. The solvent was reduced under vacuo and the residue was purified by column chromatography using silica gel and heptan/ethyl acetate (3:7→7:3) as the eluent. The product was obtained as a white solid (79 mg, 0.132 mmol, 20%).

Workup

customthe residue was purified by column chromatography

Sources & evidence

ORD record: ord-bef5ef09bb4447a9b3df5f16d56cc26b
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08957089B2

Reaction notes

Loading…