4-Piperidinecarboxylic acid → HCID 69143578, compound

HRID 460320Notes

Reaction equation

HRID 460320 reaction equation
Cl[C:2]1[S:6][C:5]([S:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)(=[O:9])=[O:8])=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17].[NH:19]1[CH2:24][CH2:23][CH:22]([C:25]([OH:27])=[O:26])[CH2:21][CH2:20]1.CN1C(=O)CCC1>O>[N+:16]([C:3]1[CH:4]=[C:5]([S:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)(=[O:9])=[O:8])[S:6][C:2]=1[N:19]1[CH2:24][CH2:23][CH:22]([C:25]([OH:27])=[O:26])[CH2:21][CH2:20]1)([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 37734-Piperidinecarboxylic acidHCID 13387N-methyl-2-pyrrolidoneHCID 18445940HCID 18445940, compound

Product 1

HCID 69143578HCID 69143578, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

The mixture of 310 mg of 1-(5-chloro-4-nitrothiophene-2-sulfonyl)piperidine, 250 mg of piperidine-4-carboxylic acid and 3 ml of NMP is stirred at 85° C. for 1 h, cooled, diluted with 15 ml of water and stirred. The precipitate is filtered off with suction, washed with water and recrystallized from isopropanol/water (4:1).

Workup

  1. temperaturecooled
  2. stirringstirred
  3. filtrationThe precipitate is filtered off with suction
  4. washwashed with water
  5. customrecrystallized from isopropanol/water (4:1)

Sources & evidence

ORD record
ord-917c8717f34c4f12967907aebdd0d12d
Source dataset
uspto-grants-2007_03
Patent number
US07196114B2

Reaction notes

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