N-methyl-2-pyrrolidone → HCID 68784808, compound

HRID 2265929Notes

Reaction equation

HRID 2265929 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]=[C:24]([O:26][CH3:27])[C:23]([CH:28]=[CH:29][C:30](O)=[O:31])=[CH:22][CH:21]=1)([CH3:19])([CH3:18])[CH3:17].CN1C(=O)CCC1>C1COCC1>[C:16]([C:20]1[N:25]=[C:24]([O:26][CH3:27])[C:23]([CH:28]=[CH:29][C:30]([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:31])=[CH:22][CH:21]=1)([CH3:19])([CH3:17])[CH3:18]

Participants

5

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 21097525N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochlorideHCID 68779403HCID 68779403, compound

Product 1

HCID 68784808HCID 68784808, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-fluoro-4-methanesulfonylaminobenzylamine hydrochloride (17.8 mg, 0.052 mmol) was reacted with 3-(6-tert-butyl-2-methoxy-pyridin-3-yl)-acrylic acid (12 mg) DMTMM (1.1 eq, 16 mg) and NMP (1.2 eq, 90 μl) in THF to give the title compound (14 mg, 61.8%) after purification by column chromatography (Hex EtOAc=3/2).

Sources & evidence

ORD record
ord-58bffc6f71084aee872dea81fc754899
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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