4-Methylmorpholine → HCID 56592266, compound

HRID 1889194Notes

Reaction equation

HRID 1889194 reaction equation
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([O:17][CH:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:14](O)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[CH3:24][O:25][C:26](=[O:40])[C:27]1[CH:32]=[CH:31][C:30]([O:33][C:34]2[S:38][C:37]([NH2:39])=[N:36][CH:35]=2)=[CH:29][CH:28]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.CN1CCOCC1>CN(C=O)C>[CH3:24][O:25][C:26](=[O:40])[C:27]1[CH:28]=[CH:29][C:30]([O:33][C:34]2[S:38][C:37]([NH:39][C:14](=[O:15])[CH:13]([C:10]3[CH:9]=[CH:8][C:7]([S:4]([CH:1]4[CH2:2][CH2:3]4)(=[O:5])=[O:6])=[CH:12][CH:11]=3)[O:17][CH:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)=[N:36][CH:35]=2)=[CH:31][CH:32]=1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 59404902HCID 59404902, compoundHCID 59610020(4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid

Product 1

HCID 56592266HCID 56592266, compoundYield 33.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of example A76 was obtained by similar method described in example A75 using (4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid (Preparation 14) (0.5 g, 1.47 mmol), 4-(2-Amino-thiazol-5-yloxy)-benzoicacid methyl ester (0.441 g, 1.76 mmol), HOBt (0.237 g, 1.76 mmol), and EDCI (0.337 g, 1.76 mmol), N-methyl morpholine (0.178 g, 1.76 mmom) in DMF (10 mL) to provide the title compound (280 mg).

Workup

  1. customwas obtained by similar method

Sources & evidence

ORD record
ord-d10e74bf0cfb40b79eea29ff9dd13400
Source dataset
uspto-grants-2013_08
Patent number
US08501955B2

Reaction notes

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