3-(Pyrrolidin-3-yl)pyridine → HCID 23658555, compound

HRID 1446319Notes

Reaction equation

HRID 1446319 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.[NH:16]1[CH2:20][CH2:19][CH:18]([C:21]2[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=2)[CH2:17]1>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:16]2[CH2:20][CH2:19][CH:18]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)[CH2:17]2)=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 36136513-(Pyrrolidin-3-yl)pyridineHCID 729429065-(P-tolyl)isoxazole-4-carbonyl chloride

Product 1

HCID 23658555HCID 23658555, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 5-(4-methylphenyl)isoxazole-4-carbonyl chloride (15 mg, 0.068 mmol) in dichloromethane (1 mL) was added 3-pyrrolidin-3-ylpyridine (11 mg, 0.074 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 C20H19N3O2: 333.1477, found 333.1471.

Workup

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

Sources & evidence

ORD record
ord-b33237ff9e0847618c24d83acbbddf15
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

Loading…