4-Methylmorpholine → HCID 131729132, compound

HRID 1678532Notes

Reaction equation

HRID 1678532 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.[O:13]=[S:14]1(=[O:28])[CH2:19][CH2:18][N:17]([CH2:20][C:21]2C=CC(N)=CC=2)[CH2:16][CH2:15]1.CCN=C=NCCCN(C)C.[CH:40]1[CH:41]=[CH:42][C:43]2N(O)N=[N:46][C:44]=2[CH:45]=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:46][C:44]1[CH:45]=[CH:40][C:41]([CH2:21][CH2:20][N:17]2[CH2:18][CH2:19][S:14](=[O:28])(=[O:13])[CH2:15][CH2:16]2)=[CH:42][CH:43]=1)=[O:7]

Participants

8

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 668363-Bromo-4-methoxybenzoic acidHCID 757711-HydroxybenzotriazoleHCID 27796824-(4-Aminobenzyl)thiomorpholine 1,1-dioxide

Product 1

HCID 131729132HCID 131729132, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-bromo-4-methoxy-benzoic acid (500 mg), 4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylamine (519 mg), EDAC (830 mg), HOBT (585 mg) and N-methylmorpholine (712 μl) in DMF (3 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 (882 mg)

Workup

  1. filtrationthe resulting solid collected by filtration
  2. customdried (882 mg)

Sources & evidence

ORD record
ord-beb8418feba54d3fae4055945b62a02b
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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