4-Methylmorpholine → HCID 16382960, compound

HRID 1678526Notes

Reaction equation

HRID 1678526 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=O.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[CH:16][CH:15]=1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>CN(C=O)C.O>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[CH:18][CH:19]=1)=[O:7]

Participants

8

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 668363-Bromo-4-methoxybenzoic acidHCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 757711-Hydroxybenzotriazole

Product 1

HCID 16382960HCID 16382960, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-bromo-4-methoxy-benzoic acid (500 mg), N-(4-aminophenyl)morpholine (385 mg), EDAC (828 mg), HOBT (583 mg) and N-methylmorpholine (714 μl) in DMF (5 ml) was stirred at room temperature for 18 h. The mixture was then diluted with water (30 ml) and the resulting solid collected by filtration and dried (818 mg)

Workup

  1. filtrationthe resulting solid collected by filtration
  2. customdried (818 mg)

Sources & evidence

ORD record
ord-bb673868e5d54683bb0b3e8c3ae45949
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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