1-(3-Phenylpropyl)piperazine → 1-[3-(Tert-butoxycarbonyl)-2-(3 pyridyl)thiazolidin-4-ylcarbonyl]-4-(3-phenylpropyl)piperazine

HRID 704437Notes

Reaction equation

HRID 704437 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:12]([C:13]([OH:15])=O)[CH2:11][S:10][CH:9]1[C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:22]1([CH2:28][CH2:29][CH2:30][N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:1]([O:5][C:6]([N:8]1[CH:12]([C:13]([N:34]2[CH2:35][CH2:36][N:31]([CH2:30][CH2:29][CH2:28][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:32][CH2:33]2)=[O:15])[CH2:11][S:10][CH:9]1[C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 7965341-(3-Phenylpropyl)piperazineHCID 14772789N-tert-butoxycarbonyl-2-(3-pyridyl)thiazolidine-4-carboxylic acid

Product 1

HCID 148815601-[3-(Tert-butoxycarbonyl)-2-(3 pyridyl)thiazolidin-4-ylcarbonyl]-4-(3-phenylpropyl)piperazineYield 57.6%

Procedure

3-tert-Butoxycarbonyl-2-(3-pyridyl)thiazolidine-4-carboxylic acid (650 mg) and 1-(3-phenylpropyl)piperazine (400 mg) were used as the starting materials and treated in the same manner as in Example 54. Without conversion to the hydrochloride, the product was purified by silica gel column chromatography (eluent ethyl acetate) Thus was obtained 1-[3-(tert-butoxycarbonyl)-2-(3 pyridyl)thiazolidin-4-ylcarbonyl]-4-(3-phenylpropyl)piperazine (560 mg) as an oil.

Workup

  1. additiontreated in the same manner as in Example 54
  2. customWithout conversion to the hydrochloride, the product was purified by silica gel column chromatography (eluent ethyl acetate)

Sources & evidence

ORD record
ord-4e3f4b96bcc44ca6844dafa91291f264
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

Loading…