Morpholine → HCID 59077717, compound

HRID 1359724Notes

Reaction equation

HRID 1359724 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH2:9][S:10]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])/[C:16]/2=[CH:23]\[C:24]1[NH:28][C:27]([CH3:29])=[C:26]([C:30]([OH:32])=O)[C:25]=1[CH3:33])(=[O:12])=[O:11].[NH:34]1[CH2:39][CH2:38][O:37][CH2:36][CH2:35]1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>C(#N)C.CN(C=O)C>[CH3:33][C:25]1[C:26]([C:30]([N:34]2[CH2:39][CH2:38][O:37][CH2:36][CH2:35]2)=[O:32])=[C:27]([CH3:29])[NH:28][C:24]=1/[CH:23]=[C:16]1\[C:17](=[O:22])[NH:18][C:19]2[C:15]\1=[CH:14][C:13]([S:10]([CH2:9][C:3]1[C:4]([CH3:8])=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1])(=[O:12])=[O:11])=[CH:21][CH:20]=2

Participants

6

Reactant 4

HCID 8083MorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 59077619HCID 59077619, compound

Product 1

HCID 59077717HCID 59077717, compound

Reagents, catalysts & solvents 1

HCID 21891449acetonitrile N,N-dimethylformamideSolvent

Procedure

A mixture of 5-[5-(2,6-dimethyl-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (120 mg, 0.26 mmol), morpholine (30 mg, 0.34 mmol), HOBt (42 mg, 1.2 eq.), EDAC.HCl (60 mg, 1.2 eq.) and TEA (80 mg, 3 eq.) in 0.2 M concentration of acetonitrile: DMF (3:1) was stirred at for overnight. The reaction was and purified on a silica gel column to give the titled compound.

Workup

  1. custompurified on a silica gel column

Sources & evidence

ORD record
ord-d8bebf3099334af8bd72fbcb822bfb6b
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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