2-(4-Aminophenoxy)ethanol → HCID 58692245, compound

HRID 2264236Notes

Reaction equation

HRID 2264236 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[CH:4][CH:3]=1.C1(S([N:21]2[C:25]3=[N:26][CH:27]=[CH:28][CH:29]=[C:24]3[C:23]([C:30]3[CH:35]=[CH:34][N:33]=[C:32](Cl)[N:31]=3)=[CH:22]2)(=O)=O)C=CC=CC=1>>[NH:21]1[C:25]2=[N:26][CH:27]=[CH:28][CH:29]=[C:24]2[C:23]([C:30]2[CH:35]=[CH:34][N:33]=[C:32]([NH:1][C:2]3[CH:3]=[CH:4][C:5]([O:6][CH2:7][CH2:8][OH:9])=[CH:10][CH:11]=3)[N:31]=2)=[CH:22]1

Participants

3

Reactant 2

HCID 808922-(4-Aminophenoxy)ethanolHCID 59596028HCID 59596028, compound

Product 1

HCID 58692245HCID 58692245, compoundYield 71%

Procedure

Using the procedure of example 1, 2-(4-aminophenoxy)-ethanol (265 mg) was reacted with compound 1f (200 mg) to provide compound 4 (132 mg, 71%). 1H NMR (400 MHz, CD3OD) δ 8.85 (d, J=8.0 Hz, 1H), 8.25 (d, J=4.8 Hz, 1H), 8.23 (d, J=5.2 Hz, 1H), 8.22 (s, 1H), 7.54 (d, J=9.0 Hz, 2H), 7.18 (dd, J=8.0 Hz, 4.8 Hz, 1H), 7.16 (d, J=5.2 Hz, 1H), 6.98 (d, J=9.0 Hz, 2H). MS (ESI) m/z: 348 (M+H)+.

Sources & evidence

ORD record
ord-288760c94e7f4784a75aa5ea4cfd765f
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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