4-Methylmorpholine → HCID 56591547, compound

HRID 524425Notes

Reaction equation

HRID 524425 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([S:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]([O:20][CH:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[C:17]([OH:19])=O)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH2:3][CH2:2]1.[N:27]1[C:35]2[C:30](=[N:31][CH:32]=[CH:33][CH:34]=2)[S:29][C:28]=1[NH2:36].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.CN1CCOCC1>CN(C=O)C>[O:1]1[CH2:6][CH2:5][N:4]([S:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]([O:20][CH:21]3[CH2:22][CH2:23][O:24][CH2:25][CH2:26]3)[C:17]([NH:36][C:28]3[S:29][C:30]4[C:35]([N:27]=3)=[CH:34][CH:33]=[CH:32][N:31]=4)=[O:19])=[CH:12][CH:11]=2)(=[O:8])=[O:9])[CH2:3][CH2:2]1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 592050[1,3]Thiazolo[5,4-b]pyridin-2-amineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 66616552HCID 66616552, compound

Product 1

HCID 56591547HCID 56591547, compoundYield 21.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of example A4 was obtained by similar method described in example A2 using 2-(4-morpholinosulfonylphenyl)-2-tetrahydropyran-4-yloxy-acetic acid (Preparation 11, 0.1 g, 0.25 mmol), thiazolo[5,4-b]pyridin-2-ylamine (0.050 g, 0.31 mmol), HOBt (0.042 g, 0.31 mmol), and EDCl (0.060 g, 0.31 mmol), N-methyl morpholine (0.065 g, 0.64 mmol) in DMF (5 mL) to provide the title compound (0.028 g).

Sources & evidence

ORD record
ord-3ab875686d394a8bb4297d5538e5cff4
Source dataset
uspto-grants-2016_05
Patent number
US09340506B2

Reaction notes

Loading…