3-(4-Piperidinyl)-1H-indole → HCID 59170165, compound

HRID 1446333Notes

Reaction equation

HRID 1446333 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[CH2:21][CH2:20][CH:19]([C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[NH:24][CH:23]=2)[CH2:18][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[CH2:21][CH2:20][CH:19]([C:22]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[NH:24][CH:23]=3)[CH2:18][CH2:17]2)=[O:14])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7022353-(4-Piperidinyl)-1H-indoleHCID 729429065-(P-tolyl)isoxazole-4-carbonyl chloride

Product 1

HCID 59170165HCID 59170165, 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 3-piperidin-4-yl-1H-indole (9.9 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 C24H23N3O2: 385.1790, found 385.1797.

Workup

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

Sources & evidence

ORD record
ord-505cdc3ed99e4f6fb1e0b0277e026f52
Source dataset
uspto-grants-2010_02
Patent number
US07666888B2

Reaction notes

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