5-Decene → HCID 20636172, compound

HRID 49155

Reaction equation

HRID 49155 reaction equation
[NH2:1][CH2:2][C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.Br[C:18]1([CH2:27][CH2:28][O:29][CH2:30][CH3:31])[C:23](=[O:24])[NH:22][C:21](=[O:25])[NH:20][C:19]1=[O:26].CCCCC=CCCCC.C1(F)(C2(F)OC(C(F)(F)F)(C(F)(F)F)OC2(F)F)OC(C(F)(F)F)(C(F)(F)F)OC1(F)F>C(#N)C>[NH2:1][CH2:2][C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([O:14][C:18]3([CH2:27][CH2:28][O:29][CH2:30][CH3:31])[C:19](=[O:26])[NH:20][C:21](=[O:25])[NH:22][C:23]3=[O:24])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 239165-DeceneHCID 1974084,4',5,5,5',5'-Hexafluoro-2,2,2',2'-tetrakis(trifluoromethyl)-4,4'-bi-1,3-dioxolaneHCID 20636236HCID 20636236, compoundHCID 219311235-Bromo-5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione

Product 1

HCID 20636172HCID 20636172, compoundYield 18.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the procedure outlined for the preparation of Example 1, 4-(4-aminomethyl-phenoxy)-phenol (0.70 g, 3.32 mmol) was reacted with 5-bromo-5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione (0.95 g, 2.4 mmol), 1,5,7-trazabicyclo[4.4.0]dec-5-ene bound to polystyrene crosslinked with 2% DVB (PTBD, Fluka, 2.22 9) and 11 mL of acetonitrile, affording 5-[4-(4-aminomethyl-phenoxy)-phenoxy]-5-(2-ethoxy-ethyl)-pyrimidine-2,4,6-trione (0.180 g) as a colorless solid after purification by reverse phase HPLC.

Sources & evidence

ORD record
ord-9773a3e6fb4449d6ab49be98cb635123
Source dataset
uspto-grants-2004_03
Patent number
US06706723B2

Linked notes

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