Ethylamine → N-[4-(1-Aminoethyl)-2-fluorophenyl]methanesulfonamide

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:13](=[N:15]O)[CH3:14])[CH:5]=[CH:6][C:7]=1[NH:8][S:9]([CH3:12])(=[O:11])=[O:10].C(N)C>>[F:1][C:2]1[CH:3]=[C:4]([CH:13]([NH2:15])[CH3:14])[CH:5]=[CH:6][C:7]=1[NH:8][S:9]([CH3:12])(=[O:11])=[O:10]

Participants

Reactant 2

HCID 6341Ethylamine

HCID 71418418N-[2-Fluoro-4-(N-hydroxyethanimidoyl)phenyl]methanesulfonamide

Product 1

HCID 21097518N-[4-(1-Aminoethyl)-2-fluorophenyl]methanesulfonamide

Procedure

Through similar procedure to that in Example 97-3 excepting using 3′-fluoro-4′-(methylsulfonylamino)acetophenone oxime (13-9) as a starting material, 3′-Fluoro-4-(methylsulfonylamino)phenyl]ethyl amine (13-12, MK-232) having following physicochemical properties was synthesized:

Workup

customwas synthesized

Sources & evidence

ORD record: ord-ddeb4398d3034bb3b7a15adfe9e04b77
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642657B2

Reaction notes

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