Triethylamine → HCID 59191407, compound

HRID 1023929Notes

Reaction equation

HRID 1023929 reaction equation
[CH2:1]([C:3]1[CH:19]=[CH:18][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14](=O)[CH3:15])=[CH:10][C:9]=2[F:17])=[C:5]([OH:20])[CH:4]=1)[CH3:2].Cl.[CH3:22][O:23][NH2:24].C(N(CC)CC)C>C(O)C>[CH3:22][O:23]/[N:24]=[C:14](/[C:11]1[CH:12]=[CH:13][C:8]([O:7][C:6]2[CH:18]=[CH:19][C:3]([CH2:1][CH3:2])=[CH:4][C:5]=2[OH:20])=[C:9]([F:17])[CH:10]=1)\[CH3:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 521874O-Methylhydroxylamine hydrochlorideHCID 59191369HCID 59191369, compound

Product 1

HCID 59191407HCID 59191407, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-[4-(4-ethyl-2-hydroxyphenoxy)-3-fluorophenyl]ethanone (46 mg; 0.17 mmol), under argon, in ethanol (1 mL), was added O-methylhydroxylamine hydrochloride (14 mg; 0.17 mmol) and 0.05 mL of triethylamine. The reaction was stirred to room temperature overnight. The mixture was concentrated in vacuo to give the desired product as light brown oil after purification by preparative TLC (14.5 mg; 0.048 mmol; 28%).

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-1202616727c849d8a1315b2d0af58703
Source dataset
uspto-grants-2014_05
Patent number
US08722746B2

Reaction notes

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