Morpholine → HCID 86627564, compound

HRID 1970059Notes

Reaction equation

HRID 1970059 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[NH:11][C:10](=[O:15])[C:9]3[NH:16][CH:17]=[CH:18][C:8]=3[C:7]=2[CH:6]=1)=[O:4].[CH2:19]([C:21]([O-:23])=[O:22])[CH3:20].[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>O>[N:24]1([CH2:2][C:3]([C:5]2[CH:14]=[CH:13][C:12]3[NH:11][C:10](=[O:15])[C:9]4[NH:16][CH:17]=[CH:18][C:8]=4[C:7]=3[CH:6]=2)=[O:4])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1.[CH2:19]([C:21]([O-:23])=[O:22])[CH3:20]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 86627565HCID 86627565, compound

Product 1

HCID 86627564HCID 86627564, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 80 mg (0.24 mmol) of 8-(2-chloro-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in 420 μL (4.8 mmol) of morpholine is heated at 60° C. for 4 hours. Water is added and the solid is filtered and then purified by chromatography on silica (eluent dichloromethane/methanol 95/5) to give 24 mg (26%) of 8-(2-morpholin-4-yl-acetyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in the form of a brown solid.

Workup

  1. filtrationthe solid is filtered
  2. custompurified by chromatography on silica (eluent dichloromethane/methanol 95/5)

Sources & evidence

ORD record
ord-2a0a434e28aa4f008e588029d23e5900
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

Loading…