Ethanolamine → HCID 57684520, compound

HRID 1099555Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][OH:4].C(O)C.[CH3:8][N:9]([CH3:43])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[O:26][C:27](=[O:42])/[C:28](=[CH:30]/[C:31]4[CH:36]=[CH:35][C:34]([O:37][C:38]([F:41])([F:40])[F:39])=[CH:33][CH:32]=4)/[N:29]=3)=[CH:21][CH:20]=2)=[CH:12][CH:11]=1>CO>[CH3:8][N:9]([CH3:43])[C:10]1[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]([NH:29]/[C:28](/[C:27]([NH:1][CH2:2][CH2:3][OH:4])=[O:42])=[CH:30]\[C:31]3[CH:32]=[CH:33][C:34]([O:37][C:38]([F:40])([F:39])[F:41])=[CH:35][CH:36]=3)=[O:26])=[CH:21][CH:20]=2)=[CH:14][CH:15]=1

Participants

Conditions

Temperature: 60 °C

Procedure

2-Aminoethanol (57 μL, 0.944 mmol) was added to a solution of ethanol (0.5 mL) containing (4Z)-2-(4-{2-[4-(dimethylamino)phenyl]ethoxy}phenyl)-4-[4-(trifluoromethoxy)benzylidene]-1,3-oxazol-5(4H)-one (234 mg, 0.471 mmol) prepared in Example 23 (23c). The mixture was stirred at 60° C. for 2.5 hours, and then the solvent was evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:methanol, 50:1, v/v) to give 167 mg of the title compound (white amorphous solid, yield: 64%).

Workup

customthe solvent was evaporated
customThe resulting residue was purified by silica gel column chromatography (ethyl acetate

Sources & evidence

ORD record: ord-f4ef660e796d42c0b244a9215adbe6dc
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08143446B2

Reaction notes

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