Piperidin-4-ol → HCID 22221255, compound

HRID 1794463Notes

Reaction equation

HRID 1794463 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[Cl:8][C:9]1[CH:10]=[C:11]([C:15]2[O:19][N:18]=[CH:17][C:16]=2[CH2:20][CH2:21][C:22](O)=[O:23])[CH:12]=[CH:13][CH:14]=1.N=C=N>ClCCl>[Cl:8][C:9]1[CH:10]=[C:11]([C:15]2[O:19][N:18]=[CH:17][C:16]=2[CH2:20][CH2:21][C:22]([N:5]2[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]2)=[O:23])[CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 79341Piperidin-4-olHCID 160435CarbodiimideHCID 22221262HCID 22221262, compound

Product 1

HCID 22221255HCID 22221255, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-hydroxypiperidine (10 mg), 3-[5-(3-chlorophenyl)-4-isoxazolyl]propionic acid (25 mg), PS-carbodiimide (100 mg, manufactured by Argonaut Technologies) and dichloromethane (1 ml) was shaken at room temperature overnight. The reaction mixture was filtrated and the filtrate was concentrated. The obtained residue was purified by preparative HPLC to give 1-{3-[5-(3-chlorophenyl)-4-isoxazolyl]propanoyl}-4-piperidinol.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationthe filtrate was concentrated
  3. customThe obtained residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-f4e4054c461e4a93a7ac5a0c398df7d0
Source dataset
uspto-grants-2006_04
Patent number
US07022725B2

Reaction notes

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