HCID 68685083, compound → HCID 59170263, compound

HRID 1446327Notes

Reaction equation

HRID 1446327 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13](Cl)=[O:14])=[CH:4][CH:3]=1.[CH3:16][S:17]([N:20]1[C:28]2([CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:21]1)(=[O:19])=[O:18]>ClCCl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[CH:10][C:9]=2[C:13]([N:31]2[CH2:32][CH2:33][C:28]3([C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21][N:20]3[S:17]([CH3:16])(=[O:18])=[O:19])[CH2:29][CH2:30]2)=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 68685083HCID 68685083, compoundHCID 729429065-(P-tolyl)isoxazole-4-carbonyl chloride

Product 1

HCID 59170263HCID 59170263, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 5-(4-methylphenyl)isoxazole-4-carbonyl chloride (10 mg, 0.045 mmol) in dichloromethane (1 mL) was added 2-(methylsulfonyl)-2,3-dihydrospiro[isoindole-1,4′-piperidine] (13.2 mg, 0.050 mmol, 1.1 eq), and the reaction mixture was stirred for 1 h. The solvent was removed, and the residue was purified by preparative reverse-phase HPLC to give the title compound. HRMS (ESI, pos. ion) m/z calcd for C24H25N3O4S: 451.1566, found 451.1567.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by preparative reverse-phase HPLC

Sources & evidence

ORD record
ord-684f0f9c71b941bf9669e1f12b020682
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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