4-Methylmorpholine → HCID 59598175, compound

HRID 2265948Notes

Reaction equation

HRID 2265948 reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH2:6][NH2:7].[C:16]([C:20]1[N:25]=[CH:24][C:23]([O:26][CH2:27][C:28](O)=[O:29])=[CH:22][C:21]=1[Cl:31])([CH3:19])([CH3:18])[CH3:17].CN1CCOCC1>C1COCC1>[C:16]([C:20]1[N:25]=[CH:24][C:23]([O:26][CH2:27][C:28]([NH:7][CH2:6][C:5]2[CH:8]=[CH:9][C:10]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:3]([F:2])[CH:4]=2)=[O:29])=[CH:22][C:21]=1[Cl:31])([CH3:19])([CH3:17])[CH3:18]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 21097525N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochlorideHCID 68785299HCID 68785299, compound

Product 1

HCID 59598175HCID 59598175, compoundYield 30.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Fluoro-4-methanesulfonylaminobenzylamine hydrochloride (192 mg, 0.751 mmol) was reacted with (6-tert-butyl-5-chloro-pyridin-3-yloxy)-acetic acid (183 mg) DMTMM (1.1 eq, 229 mg) and NMM (1.2 eq, 100 μl) in THF to give the title compound (102 mg, 30.6%) after purification by column chromatography (Hex/EtOAc=1/1).

Sources & evidence

ORD record
ord-0bc1eb84591c4591a2c90088c62de12f
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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