Pyridine → HCID 86672001, compound

HRID 874337Notes

Reaction equation

HRID 874337 reaction equation
Cl.[CH:2]1([N:7]2[CH2:12][CH2:11][CH2:10][C:9]3([CH2:21][C:20](=O)[C:19]4[C:14](=[CH:15][CH:16]=[C:17](/[CH:23]=[CH:24]/[C:25]([NH:27][OH:28])=[O:26])[CH:18]=4)[O:13]3)[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3]1.Cl.[NH2:30][OH:31].N1C=CC=CC=1>C(O)C>[CH:2]1([N:7]2[CH2:12][CH2:11][CH2:10][C:9]3([CH2:21][C:20](=[N:30][OH:31])[C:19]4[C:14](=[CH:15][CH:16]=[C:17](/[CH:23]=[CH:24]/[C:25]([NH:27][OH:28])=[O:26])[CH:18]=4)[O:13]3)[CH2:8]2)[CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 86672002HCID 86672002, compound

Product 1

HCID 86672001HCID 86672001, compoundYield 12.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of (E)-3-(1′-cyclopentyl-4-oxospiro[chroman-2,3′-piperidine]-6-yl)-N-hydroxyacrylamide hydrochloride (80 mg, 0.197 mmol), hydroxylamine hydrochloride (27.3 mg, 0.393 mmol) and pyridine (0.032 ml, 0.393 mmol) in ethanol (2 ml) was heated at 80° C. The solvent was removed in vacuo and the crude was purified by preparative LC-MS to give the title compound (9.56 mg) as trifluoroacetate

Workup

  1. customThe solvent was removed in vacuo
  2. customthe crude was purified by preparative LC-MS

Sources & evidence

ORD record
ord-724b1f14141a4ccd892e7b49d089d1b0
Source dataset
uspto-grants-2015_03
Patent number
US08980877B2

Reaction notes

Loading…