4-Methylmorpholine → HCID 68182436, compound

HRID 524430Notes

Reaction equation

HRID 524430 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.[NH2:24][C:25]1[N:30]=[C:29]([CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:28]=[CH:27][CH:26]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.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:24][C:25]3[N:30]=[C:29]([CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:28]=[CH:27][CH:26]=3)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 13060163Ethyl (6-aminopyridin-2-yl)acetateHCID 59610020HCID 59610020, compound

Product 1

HCID 68182436HCID 68182436, compoundYield 46.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of example A9 was obtained by similar method described in example A1 using 2-(4-cyclopropanesulfonyl-phenyl)-2-[(tetrahydro-pyran-4-yloxy)]-acetic acid (Preparation 4; 0.990 g, 2.91 mmol), ethyl 2-(6-amino-2-pyridyl)acetate (0.35 g, 1.94 mmol), HOBt (0.65 g, 4.81 mmol), and EDCl (0.92 g, 4.81 mmol), N-methyl morpholine (0.64 mL, 5.83 mmol) in DMF (25 mL) to provide the title compound (0.45 g).

Sources & evidence

ORD record
ord-e9794456b97c4157bd63aa5b06468b68
Source dataset
uspto-grants-2016_05
Patent number
US09340506B2

Reaction notes

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