4-Methylmorpholine → HCID 56592433, compound

HRID 1889197Notes

Reaction equation

HRID 1889197 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.[N:24]1[C:32]2[C:27](=[N:28][CH:29]=[CH:30][CH:31]=2)[S:26][C:25]=1[NH2:33].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:33][C:25]3[S:26][C:27]4[C:32]([N:24]=3)=[CH:31][CH:30]=[CH:29][N:28]=4)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 592050[1,3]Thiazolo[5,4-b]pyridin-2-amineHCID 59610020(4-Cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid

Product 1

HCID 56592433HCID 56592433, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of example A79 was obtained by similar method described in example A75 using (4-cyclopropanesulfonyl-phenyl)-[(tetrahydro-pyran-4-yloxy)]-acetic acid (Preparation 14) (0.2 g, 0.58 mmol), thiazolo[5,4-b]pyridin-2-ylamine (0.133 g, 0.88 mmol), HOBt (0.119 g, 0.88 mmol), and EDCI (0.168 g, 0.88 mmol), N-methyl morpholine (0.178 g, 0.88 mmol) in DMF (10 mL) to provide the title compound (0.175 g).

Workup

  1. customwas obtained by similar method

Sources & evidence

ORD record
ord-335e164c033647f1923d0bef3723a4a5
Source dataset
uspto-grants-2013_08
Patent number
US08501955B2

Reaction notes

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