Pyridine → HCID 86671999, compound

HRID 874336Notes

Reaction equation

Cl.[F:2][C:3]1[CH:31]=[CH:30][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][CH2:11][C:10]3([CH2:22][C:21](=O)[C:20]4[C:15](=[CH:16][CH:17]=[C:18](/[CH:24]=[CH:25]/[C:26]([NH:28][OH:29])=[O:27])[CH:19]=4)[O:14]3)[CH2:9]2)=[CH:5][CH:4]=1.Cl.[CH3:33][O:34][NH2:35].N1C=CC=CC=1>C(O)C>[F:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH2:13][CH2:12][CH2:11][C:10]3([CH2:22][C:21](=[N:35][O:34][CH3:33])[C:20]4[C:15](=[CH:16][CH:17]=[C:18](/[CH:24]=[CH:25]/[C:26]([NH:28][OH:29])=[O:27])[CH:19]=4)[O:14]3)[CH2:9]2)=[CH:30][CH:31]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of (E)-3-(1′-(4-fluorobenzyl)-4-oxospiro[chroman-2,3′-piperidine]-6-yl)-N-hydroxyacrylamide hydrochloride (80 mg, 0.179 mmol) and O-methylhydroxylamine hydrochloride (32.6 mg, 0.390 mmol) in ethanol (2 ml) and pyridine (0.031 ml, 0.390 mmol) was heated at 80° C. for 2 h. The solvent was removed in vacuo and the crude product was purified by preparative LC-MS to give the title compound (33.04 mg) as its trifluoroacetate salt.

Workup

customThe solvent was removed in vacuo
customthe crude product was purified by preparative LC-MS

Sources & evidence

ORD record: ord-5353c4df5f224206936d9c2a4d08dc50
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08980877B2

Reaction notes

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