4-Methylmorpholine → Thiophene-2-carboxylic acid {4'-[4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylcarbamoyl]-6-methyl-biphenyl-3-yl}-amide

HRID 1678474Notes

Reaction equation

HRID 1678474 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[O:10])=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][C:19]([C:22](O)=[O:23])=[CH:18][CH:17]=1.[O:25]=[S:26]1(=[O:40])[CH2:31][CH2:30][N:29]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([NH2:39])=[CH:35][CH:34]=2)[CH2:28][CH2:27]1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>CN(C=O)C.O>[O:40]=[S:26]1(=[O:25])[CH2:27][CH2:28][N:29]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([NH:39][C:22]([C:19]3[CH:18]=[CH:17][C:16]([C:3]4[C:2]([CH3:1])=[CH:7][CH:6]=[C:5]([NH:8][C:9]([C:11]5[S:12][CH:13]=[CH:14][CH:15]=5)=[O:10])[CH:4]=4)=[CH:21][CH:20]=3)=[O:23])=[CH:35][CH:34]=2)[CH2:30][CH2:31]1

Participants

8

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 27796824-(4-Aminobenzyl)thiomorpholine 1,1-dioxideHCID 673735732'-Methyl-5'-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid

Product 1

HCID 131729130Thiophene-2-carboxylic acid {4'-[4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylcarbamoyl]-6-methyl-biphenyl-3-yl}-amide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

2′-Methyl-5′-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid (45 mg), 4-(1,1-dioxo-1lambda*6*-thiomorpholin-4-ylmethyl)-phenylamine (32 mg), EDAC (25 mg), HOBT (18 mg) and N-methylmorpholine (27 mg) in dry DMF (0.5 ml) was stirred at 20 C for 18 h. The mixture was then diluted with water (6 ml) and the resulting colourless solid collected by filtration and dried (62 mg).

Workup

  1. filtrationthe resulting colourless solid collected by filtration
  2. customdried (62 mg)

Sources & evidence

ORD record
ord-74cf8855e6c140318e674e60106bc04a
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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