Morpholine → HCID 66584414, compound

HRID 538011

Reaction equation

HRID 538011 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([C:16]([OH:18])=O)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.Cl.C([N:28]=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1>CN(C)C=O.O>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:8][CH:9]=1)([O-:3])=[O:2].[N:19]1([C:16]([NH2:28])=[O:18])[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1

Participants

7

Reactant 4

HCID 8083MorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27672651-(4-Nitrophenyl)piperidine-4-carboxylic acidHCID 27960291-Hydroxybenzotriazole hydrate

Product 1

HCID 66584414HCID 66584414, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

The 1-(4-nitrophenyl)piperidine-4-carboxylic acid (10.1 g, 40 mmol) obtained in Example 3(1) was dissolved in N,N-dimethylformamide (25 ml), and morpholine (5.2 g, 60 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (9.2 g, 48 mmol), and 1-hydroxybenzotriazole monohydrate (6.7 g, 44 mmol) were added thereto, followed by stirring overnight under heat at 70° C. After cooling to room temperature, water was added thereto, and the precipitate was collected by filtration and dried under heat under reduced pressure, thereby obtaining 1-(4-nitrophenyl)piperidine-4-morpholinecarboxamide (12.1 g, 95%) as a yellow solid.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe precipitate was collected by filtration
  3. customdried
  4. temperatureunder heat under reduced pressure

Sources & evidence

ORD record
ord-8d52a5ca2e7542769b36398f23a6a132
Source dataset
uspto-grants-2014_10
Patent number
US08865714B2

Linked notes

Loading…