4-Methylmorpholine → HCID 56592345, compound

HRID 1889196Notes

Reaction equation

HRID 1889196 reaction equation
[F:1][C:2]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:3]=1[O:4][CH:5]([C:9]1[CH:14]=[CH:13][C:12]([S:15]([N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)(=[O:17])=[O:16])=[CH:11][CH:10]=1)[C:6](O)=[O:7].[N:29]1[C:37]2[C:32](=[N:33][CH:34]=[CH:35][CH:36]=2)[S:31][C:30]=1[NH2:38].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.CN1CCOCC1>CN(C=O)C>[F:1][C:2]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:3]=1[O:4][CH:5]([C:9]1[CH:14]=[CH:13][C:12]([S:15]([N:18]2[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]2)(=[O:16])=[O:17])=[CH:11][CH:10]=1)[C:6]([NH:38][C:30]1[S:31][C:32]2[C:37]([N:29]=1)=[CH:36][CH:35]=[CH:34][N:33]=2)=[O:7]

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 59610025(2,4-Difluoro-phenoxy)-[4-(piperidine-1-sulfonyl)-phenyl]-acetic acid

Product 1

HCID 56592345HCID 56592345, compoundYield 119%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of example A78 was obtained by similar method described in example A75 using (2,4-Difluoro-phenoxy)-[4-(piperidine-1-sulfonyl)-phenyl]-acetic acid (Preparation 2) (0.1 g, 0.27 mmol), thiazolo[5,4-b]pyridin-2-ylamine (0.042 g, 0.33 mmol), HOBt (0.044 g, 0.33 mmol), and EDCI (0.062 g, 0.33 mmol), N-methyl morpholine (0.034 g, 0.33 mmom) in DMF (10 mL) to provide the title compound (0.175 g).

Workup

  1. customwas obtained by similar method

Sources & evidence

ORD record
ord-235064ef6fe0469599caff6240e0fa30
Source dataset
uspto-grants-2013_08
Patent number
US08501955B2

Reaction notes

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