4-Methylmorpholine → HCID 16221918, compound

HRID 1678484Notes

Reaction equation

HRID 1678484 reaction equation
[CH:1]1([C:4]([NH:6][C:7]2[CH:8]=[CH:9][C:10]([O:22][CH3:23])=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19](O)=[O:20])=[CH:15][CH:14]=3)[CH:12]=2)=[O:5])[CH2:3][CH2:2]1.[O:24]=[S:25]1(=[O:39])[CH2:30][CH2:29][N:28]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([NH2:38])=[CH:34][CH:33]=2)[CH2:27][CH2:26]1.CN1CCOCC1.ON1C2C=CC=CC=2N=N1.Cl.CN(CCCN=C=N)C>CN(C=O)C.O>[O:39]=[S:25]1(=[O:24])[CH2:26][CH2:27][N:28]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([NH:38][C:19]([C:16]3[CH:15]=[CH:14][C:13]([C:11]4[CH:12]=[C:7]([NH:6][C:4]([CH:1]5[CH2:2][CH2:3]5)=[O:5])[CH:8]=[CH:9][C:10]=4[O:22][CH3:23])=[CH:18][CH:17]=3)=[O:20])=[CH:34][CH:33]=2)[CH2:29][CH2:30]1

Participants

8

Reactant 5

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27796824-(4-Aminobenzyl)thiomorpholine 1,1-dioxideHCID 21899179Dimethylaminopropyl carbodiimide hydrochlorideHCID 59822387HCID 59822387, compound

Product 1

HCID 16221918HCID 16221918, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 5′-(cyclopropanecarbonyl-amino)-2′-methoxy-biphenyl-4-carboxylic acid (50 mg), 4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylamine (38 mg), N-methylmorpholine (0.03 ml), 1-hydroxybenzotriazole (21 mg) and 1-ethyl-3-(3-(dimethylaminopropyl)carbodiimide hydrochloride (30 mg) in dry DMF (1 ml) was stirred at 20 C for 18 h. The mixture was then added to water and the resulting colourless precipitate collected by filtration and dried (38 mg).

Workup

  1. filtrationthe resulting colourless precipitate collected by filtration
  2. customdried (38 mg)

Sources & evidence

ORD record
ord-cb8307d85b37464e9966becbdcb6ba7b
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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