4-Methylmorpholine → HCID 12042527, compound

HRID 917572Notes

Reaction equation

HRID 917572 reaction equation
CN1CCOCC1.[C:8]([C:10]1[CH:11]=[C:12]([NH:16][CH:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:18]([OH:20])=O)[CH:13]=[CH:14][CH:15]=1)#[N:9].[N:27]1([C:33]2[CH:39]=[CH:38][C:36]([NH2:37])=[CH:35][CH:34]=2)[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1.Cl.CN(C)CCCN=C=NCC.O.OC1C2N=NNC=2C=CC=1>CN(C=O)C.O>[C:8]([C:10]1[CH:11]=[C:12]([NH:16][CH:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:18]([NH:37][C:36]2[CH:35]=[CH:34][C:33]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:39][CH:38]=2)=[O:20])[CH:13]=[CH:14][CH:15]=1)#[N:9]

Participants

8

Reactant 5

HCID 79724-MethylmorpholineHCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 12042526HCID 12042526, compoundHCID 178526939HCID 178526939, compound

Product 1

HCID 12042527HCID 12042527, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

87 μl (0.793 mmol) of 4-methylmorpholine are added to a solution of 200 mg (0.793 mmol) of (3-cyanophenylamino)-2-phenylacetic acid, 141 mg (0.793 mmol) of 4-morpholin-4-ylaniline, 152 mg (0.793 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (DAPECI) and 121 mg (0.793 mmol) of hydroxybenzotriazole hydrate (HOBt) in 3 ml of DMF, and the mixture is stirred at room temperature for 48 hours. The reaction mixture is introduced into water, and the precipitate is filtered off, giving 2-(3-cyanophenylamino)-N-(4-morpholin-4-ylphenyl)-2-phenylacetamide as a colourless solid; ESI 413.

Workup

  1. filtrationthe precipitate is filtered off

Sources & evidence

ORD record
ord-8b46f01c8e4b4bfea0be8743a98ba8ab
Source dataset
uspto-grants-2007_09
Patent number
US07273867B2

Reaction notes

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