Triethylamine → HCID 59191407, compound

HRID 626019Notes

Reaction equation

HRID 626019 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-6ae38e0084a14facaf75638f298d329c
Source dataset
uspto-grants-2016_04
Patent number
US09309179B2

Reaction notes

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