4-Methylmorpholine → HCID 59610044, compound

HRID 1889198Notes

Reaction equation

HRID 1889198 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]([OH:16])=O)=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[CH3:24][O:25][C:26]1[N:31]=[C:30]2[S:32][C:33]([NH2:35])=[N:34][C:29]2=[CH:28][CH:27]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.CN1CCOCC1>CN(C=O)C>[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([O:17][CH:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)[C:14]([NH:35][C:33]3[S:32][C:30]4[C:29]([N:34]=3)=[CH:28][CH:27]=[C:26]([O:25][CH3:24])[N:31]=4)=[O:16])=[CH:9][CH:8]=2)(=[O:5])=[O:6])[CH2:2][CH2:3]1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 28015575-Methoxy[1,3]thiazolo[5,4-b]pyridin-2-amineHCID 59610020(4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid

Product 1

HCID 59610044HCID 59610044, compoundYield 42.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of example A80 was obtained by similar method described in example A75 using (4-cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid (Preparation 14) (0.5 g,1.32 mmol), 5-methoxy-thiazolo[5,4-b]pyridin-2-ylamine (0.286 g, 1.59 mmol), HOBt (0.267 g, 1.98 mmol), and EDCI (0.378 g,1.98 mmol), N-methyl morpholine (0.4 g, 3.97 mmol) in DMF (10 mL) to provide the title compound (0.280 g).

Workup

  1. customwas obtained by similar method

Sources & evidence

ORD record
ord-b00a9d73372444fbbd08f7e58503a163
Source dataset
uspto-grants-2013_08
Patent number
US08501955B2

Reaction notes

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