1-(Prop-2-en-1-yl)cyclopropane-1-sulfonyl chloride → 1-Allyl-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-(2-methoxyethoxy)phenyl)cyclopropane-1-sulfonamide

HRID 73440Notes

Reaction equation

HRID 73440 reaction equation
[CH2:1]([C:4]1([S:7](Cl)(=[O:9])=[O:8])[CH2:6][CH2:5]1)[CH:2]=[CH2:3].[F:11][C:12]1[C:17]([F:18])=[C:16]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([I:26])=[CH:22][C:21]=2[F:27])[C:15]([NH2:28])=[C:14]([O:29][CH2:30][CH2:31][O:32][CH3:33])[CH:13]=1>>[CH2:1]([C:4]1([S:7]([NH:28][C:15]2[C:14]([O:29][CH2:30][CH2:31][O:32][CH3:33])=[CH:13][C:12]([F:11])=[C:17]([F:18])[C:16]=2[NH:19][C:20]2[CH:25]=[CH:24][C:23]([I:26])=[CH:22][C:21]=2[F:27])(=[O:9])=[O:8])[CH2:6][CH2:5]1)[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 441819591-(Prop-2-en-1-yl)cyclopropane-1-sulfonyl chlorideHCID 593863455,6-difluoro-N1-(2-fluoro-4-iodophenyl)-3-(2-methoxyethoxy)benzene-1,2-diamine

Product 1

HCID 593863581-Allyl-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-(2-methoxyethoxy)phenyl)cyclopropane-1-sulfonamideYield 78%

Procedure

According to the general procedure B, 1-allyl-cyclopropanesulfonyl chloride (450 rug, 2.5 mmol) was reacted with 5,6-difluoro-N1-(2-fluoro-4-iodophenyl)-3-(2-methoxyethoxy)benzene-1,2-diamine (219 mg, 2.5 mmol) to obtain the title product (230 mg, 78%); m/z=581 [M−1].

Sources & evidence

ORD record
ord-90b913a38ad8473ea7e28b4a4825b141
Source dataset
uspto-grants-2014_09
Patent number
US08829052B2

Reaction notes

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