4-Methylmorpholine → HCID 59610057, compound

HRID 1889199Notes

Reaction equation

HRID 1889199 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.[CH2:24]([O:26][C:27]1[N:32]=[C:31]2[S:33][C:34]([NH2:36])=[N:35][C:30]2=[CH:29][CH:28]=1)[CH3:25].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:8]=[CH:9][C:10]([CH:13]([O:17][CH:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:14]([NH:36][C:34]3[S:33][C:31]4[C:30]([N:35]=3)=[CH:29][CH:28]=[C:27]([O:26][CH2:24][CH3:25])[N:32]=4)=[O:16])=[CH:11][CH:12]=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 45116259HCID 45116259, compoundHCID 59610020(4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid

Product 1

HCID 59610057HCID 59610057, compoundYield 37.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of example A81 was obtained by similar method described in example A75 using (4-cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid (Preparation 14) (0.25 g, 0.73 mmol), 5-ethoxy-thiazolo[5,4-b]pyridin-2-ylamine (0.157 g, 0.80 mmol), HOBt (0.148 g, 1.10 mmol), and EDCI (0.210 g, 1.10 mmol), N-methyl morpholine (0.22, 2.20 mmol) in DMF (5 mL) to provide the title compound (0.140 g).

Workup

  1. customwas obtained by similar method

Sources & evidence

ORD record
ord-d8ce342feee84026a5ff57ed09a6cd19
Source dataset
uspto-grants-2013_08
Patent number
US08501955B2

Reaction notes

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