4-Methylmorpholine → HCID 59822390, compound

HRID 1678495Notes

Reaction equation

HRID 1678495 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH3:18])=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([OH:17])=O)=[CH:11][CH:10]=2)[CH:8]=1)#[N:2].[O:19]=[S:20]1(=[O:34])[CH2:25][CH2:24][N:23]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=2)[CH2:22][CH2:21]1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>CN(C=O)C.O>[O:34]=[S:20]1(=[O:19])[CH2:21][CH2:22][N:23]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([NH:33][C:15]([C:12]3[CH:11]=[CH:10][C:9]([C:7]4[CH:8]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=4[CH3:18])=[CH:14][CH:13]=3)=[O:17])=[CH:29][CH:28]=2)[CH2:24][CH2:25]1

Participants

8

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 27796824-(4-Aminobenzyl)thiomorpholine 1,1-dioxideHCID 59822334HCID 59822334, compound

Product 1

HCID 59822390HCID 59822390, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 5′-cyano-2′-methyl-biphenyl-4-carboxylic acid (100 mg), 4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylamine (101 mg), EDAC (81 mg), HOBT (57 mg) and N-methylmorpholine (0.09 ml) in dry DMF (2 ml) was stirred at 20 C for 18 h. Water (8 ml) was then added and the resulting solid collected by filtration and dried (160 mg).

Workup

  1. filtrationthe resulting solid collected by filtration
  2. customdried (160 mg)

Sources & evidence

ORD record
ord-d69fe141bd9645c78a7830f5ff7b84fa
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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