4-Methylmorpholine → HCID 56592267, compound

HRID 1889195Notes

Reaction equation

HRID 1889195 reaction equation
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([O:17][C@@H:18]3[CH2:22][CH2:21][O:20][CH2:19]3)[C:14](O)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[CH3:23][O:24][C:25](=[O:39])[C:26]1[CH:31]=[CH:30][C:29]([O:32][C:33]2[S:37][C:36]([NH2:38])=[N:35][CH:34]=2)=[CH:28][CH:27]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.CN1CCOCC1>CN(C=O)C>[CH3:23][O:24][C:25](=[O:39])[C:26]1[CH:27]=[CH:28][C:29]([O:32][C:33]2[S:37][C:36]([NH:38][C:14](=[O:15])[CH:13]([C:10]3[CH:9]=[CH:8][C:7]([S:4]([CH:1]4[CH2:3][CH2:2]4)(=[O:6])=[O:5])=[CH:12][CH:11]=3)[O:17][C@@H:18]3[CH2:22][CH2:21][O:20][CH2:19]3)=[N:35][CH:34]=2)=[CH:30][CH:31]=1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 59404902HCID 59404902, compoundHCID 59610056HCID 59610056, compound

Product 1

HCID 56592267HCID 56592267, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of example A77 was obtained by similar method described in example A75 using (4-Cyclopropanesulfonyl-phenyl)-[(R)-(tetrahydro-furan-3-yl)oxy]-acetic acid (preparation 15) (0.150 g, 0.46 mmol), 4-(2-Amino-thiazol-5-yloxy)-benzoicacid methyl ester (0.140 g, 0.55 mmol), HOBt (0.075 g,0.55 mmol), and EDCI (0.106 g, 0.55 mmol), N-methyl morpholine (0.055 g, 0.55 mmom) in DMF (10 mL) to provide the title compound (185 mg).

Workup

  1. customwas obtained by similar method

Sources & evidence

ORD record
ord-945d72da50884cc9847c9c40cac00f97
Source dataset
uspto-grants-2013_08
Patent number
US08501955B2

Reaction notes

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