2-((3-Methylbutyl)amino)ethan-1-ol → 2-[[3-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-3-oxopropyl](3-methylbutyl)amino]ethanol

HRID 2383075Notes

Reaction equation

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

Participants

Conditions

Temperature: 90 °C

Procedure

2-(isopentylamino)-ethanol (26 mg) was added to a solution of 2-acryloyl-1-cyclohexyl-1,2,3,4-tetrahydroisoquinoline (7 mg) in iPrOH (0.1 mL), followed by stirring at 90° C. for 10 hours. Thereafter, the reaction liquid was purified by preparative HPLC to obtain 2-[[3-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-3-oxopropyl](3-methylbutyl)amino]ethanol (3 mg).

Workup

customThereafter, the reaction liquid
customwas purified by preparative HPLC

Sources & evidence

ORD record: ord-afe7e67085cf4e3fba9ad2ef8b2b708f
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263607B2

Reaction notes

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